Yeh, S. Y.’s team published research in Drug Metabolism and Disposition in 18 | CAS: 52818-63-0

Drug Metabolism and Disposition published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C3H5F3O, Application In Synthesis of 52818-63-0.

Yeh, S. Y. published the artcileN-depyridination and N-dedimethylaminoethylation of tripelennamine and pyrilamine in the rat. New metabolic pathways, Application In Synthesis of 52818-63-0, the publication is Drug Metabolism and Disposition (1990), 18(4), 453-61, database is CAplus and MEDLINE.

N-(2-Dimethylaminoethyl)benzylamine and 2-benzylaminopyridine were identified as two new urinary metabolites of tripelennamine in the rat by GC/MS. 2-(4-Methoxybenzylamino)-pyridine and N-(dimethylaminoethyl)-4-hydroxybenzylamine were identified as new urinary metabolites of pyrilamine by GC/MS. Thus, in addition to N– and O-demethylation, hydroxylation, and glucuronidation, N-debenzylation, N-depyridination and N-dedimethylaminoethylation were shown to be novel pathways for metabolism of tripelennamine and pyrilamine. The mechanism for N-depyridination and N-dealkylation is discussed.

Drug Metabolism and Disposition published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C3H5F3O, Application In Synthesis of 52818-63-0.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Lozinskii, M. O.’s team published research in Khimiya Geterotsiklicheskikh Soedinenii in | CAS: 52818-63-0

Khimiya Geterotsiklicheskikh Soedinenii published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C13H14N2O, SDS of cas: 52818-63-0.

Lozinskii, M. O. published the artcileSynthesis, structure and properties of 1-(p-R-phenacyl)-2-[(p-methoxybenzyl)amino]pyridinium bromides, SDS of cas: 52818-63-0, the publication is Khimiya Geterotsiklicheskikh Soedinenii (1995), 644-9, database is CAplus.

The title salts, obtained by reaction of 2-[(p-methoxybenzyl)amino]pyridine with p-substituted phenacyl bromides, were shown to exist as their cyclic tautomers I (R = H, Me, Cl, Br, NO2). The chem. shifts of the OH protons in I obeyed an LFER.

Khimiya Geterotsiklicheskikh Soedinenii published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C13H14N2O, SDS of cas: 52818-63-0.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Horlein, Ulrich’s team published research in Chemische Berichte in 87 | CAS: 52818-63-0

Chemische Berichte published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C13H14N2O, Synthetic Route of 52818-63-0.

Horlein, Ulrich published the artcileTetrahydrocarboline compounds. I., Synthetic Route of 52818-63-0, the publication is Chemische Berichte (1954), 463-72, database is CAplus.

Several 9-substituted tetrahydro-β- and -γ-carbolines were prepared; some had good antihistamine characteristics. PhCH2PhNNH2 (99 g.), 81 g. H2N(CH2)3CH(OEt)2, and 80 g. anhydrous ZnCl2 heated 3 h. at 180° gave 40-50% 1-benzyltryptamine (I), b0.2 194-202°; maleate, C21H22N2O4, m. 161-2°. I (40 g.) in 82 cc. 2N HCl and 2.5 l. H2O and 60 g. AcH, heated 1.5 h. at 90-5°, treated with K2CO3, and extracted with Et2O, gave 34% 1-methyl-9-benzyl-1,2,3,4-tetrahydro-β-carboline (II), b3 230-40°. II (27.6 g.) in 25 cc. MeOH treated dropwise at 10° with 450 cc. 95% HCO2H, left 5-6 h. at room temperature, heated on a water bath, HCO2Me distilled, the b.p. elevated to 90°, and HCO2H evaporated in vacuo, gave 76% 1,2-dimethyl-9-benzyl-1,2,3,4-tetrahydro-β-carboline, b0.5 205-15°; picrate, m. 197° (from HOAc). 1-Methyl-1,2,3,4-tetrahydro-β-carboline (III) was converted with HCHO and HCO2H to 63.5% 1,2-di-Me analog (IIIa), b1.5 180-90°, m. 116° (from ligroine). IIIa (20 g.) was boiled 1-2 h. with 4.5 g. PhMe-moistened NaNH2 in 150 cc. xylene, treated dropwise with 10.8 g. ClCH2CH2NMe2 in xylene, boiled 1-2 h., cooled, extracted with dilute HCl, the aqueous solution made alk. with NaOH, extracted with Et2O, and the extract distilled giving 59% 1,2-dimethyl-9-(β-dimethylaminoethyl)-1,2,3,4-tetrahydro-β-carboline, b1.5 205-15°; naphthalene-1,5-disulfonate, monohydrate, C27H33N3O6S2.H2O, m. 265° (from dilute MeOH-Me2CO). 9-Substituted 3-methyl-1,2,3,4-tetrahydro-γ-carboline derivatives (IV) were prepared from 1-methyl-4-piperidone (V) and N-substituted phenylhydrazines, RArNNH2 (VI). MeN(CH2CH2CO2Me)2 (609 g.) was poured into a solution of 69 g. Na in 1.3 l. MeOH, the MeOH distilled in vacuo, the mixture heated at 110-20°/3-5 mm., the Na salt of Me 1-methyl-4-oxo-3-piperidinecarboxylate dissolved in 900 g. concentrated H2SO4 in 2.5 l. H2O and refluxed 2-3 h. (to decarboxylate), a solution of 255 g. PhCH2PhNNH2 (VIa) in 115 g. concentrated H2SO4 and 2.3 l. H2O (which had been clarified with C) added quickly, the mixture refluxed 3-4 h., H2O added to give 8-9 l. volume, and 69% 3-methyl-9-benzyl-1,2,3,4-tetrahydro-γ-carboline (IVa) (IV, R = PhCH2, Z = H), b0 5 205-12°, m. 95° (from ligroine), precipitated as the sulfate; dissolved in MeOH and treated with naphthalene-1,5-disulfonic acid gave the naphthalene-1,5-disulfonate, C48H48N4O6S2 m. 280° (from HCONH2); HCl salt, m. 235-7° (from alc.). Other IV prepared were (R, Z, % yield, b.p., m.p., salt, and method of isolation of IV given): Ph, H, 62, b1.5 214-25°, 101.5-2.5° (from ligroine), -, distillation of base; Bu, H, over 60, b1.5 196-204°, -, maleate [m. 148-9° (from H2O)], distillation; EtSCH2CH2, H, about 70, b1 190-206°, -, maleate [m. 138° (from alc.-Et2O)], distillation; α-pyridylmethyl, H, 60, -, -, di-HCl salt [m. 140-1° (from alc.-Et2O)], precipitation of HCl salt; PhCH2, 7(?)-MeO, about 45, -, -, maleate [m. 168° (from alc.-Et2O)], precipitation of naphthalene-1,5-disulfonate from crude base in 8:2 Me2CO-MeOH and conversion to maleate; PhCH2, 7(?)-Cl (IVb), 45-55, -, 139-41°, HCl salt [m. 276° (from H2O)], naphthalene-1,5-disulfonate [m. 209-11° (from MeOH)], precipitation as HCl salt; EtOCH2CH2, H, 60-70, b0.5 170-80°, -, maleate [m. 141-2° (from alc.-Et2O)], distillation; Me2CHOCH2CH2, H, 68, b0.1 165-75°, -, maleate [m. 175-6° (from alc.)], HCl salt [m. 172-4° (from alc.-Et2O)], distillation; BuOCH2CH2, H, 68, -, -, naphthalene-1,5-disulfonate [m. 234° (from alc.-Me2CO)], precipitation of the naphthalenedisulfonate from base in Me2CO; Me2CHCH2OCH2CH2, H, 60-70, -, -, naphthalene-1,5-disulfonate [m. 235-6° (from alc.-Me2CO)], precipitation of the salt from the base in Me2CO; PhCH2, 6-Cl, 65, b0.1 205-7°, -, methanesulfonate [m. 198-9° (from MeOH-Et2O, precipitated in EtOAc)], distillation; p-ClC6H4CH2, H, about 70, b1 208-15°, 108° (from ligroine), -, distillation; cyclohexyl, H, 59, -, -, HCl salt [m. 251° (from H2O)], precipitation of HCl salt; PhCH2CH2, H, 63, -, -, HCl salt [m. 209-10° (from alc.-Et2O)], precipitation of HCl salt; PrOCH2CH2, H, 70, b0.5 172-85°, -, maleate [m. 144° (from alc.-Et2O)], distillation; Me, H, 71, b3 174°, 69-70° (from ligroine), maleate [m. 174° (from alc.-Et2O)], distillation; PhCH2, 7(?)-Br (IVc), 40-5, -, -, naphthalene-1,5-disulfonate (m. 222-4°), precipitation of HCl salt; cyclohexyloxyethyl, H, 64, -, -, maleate [m. 133° (from alc.-Et2O)], HCl salt [m. 209-10° (from alc.-Et2O)], precipitation of the maleate from crude base in EtOAc; PhOCH2CH2, H, 60-70, -, 129°, -, recrystallization of base from ligroine; p-ClC6H4CH2, 6-Cl, 72, -, 123-4° (from ligroine), methanesulfonate [m. 195-6° (from alc.)], precipitation of HCl salt; PhCH2, 5(?)-Cl (IVd) 10-20, -, 112° (from ligroine), naphthalene-1,5-disulfonate (m. about 300°), crystallization of salt on addition of MeOH and naphthalenedisulfonic acid to alc.-HCl mother liquor of IVb; PhCH2, 5(?)-Br, about 20, -, -, naphthalene-1,5-disulfonate (m. 303°), treatment of the mother liquor of IVc as for IVd; p-ClC6H4CH2, 7(?)-Cl, about 55, -, -, HCl salt [m. 280-2° (from H2O)], precipitation of HCl salt. The following new VI and RArNH (VII) were prepared (R, Ar, and b.ps. of VI and VII, resp., given): EtSCH2CH2, Ph, b8 173-80°, b20 165-75°; α-pyridylmethyl, Ph, b2-3 165-75°, b8 168-72°; PhCH2, m-MeOC6H4, b6 192-4°, b5 183-7°; PhCH2, m-ClC6H4, b5 190-5°, b5 182-6°; EtOCH2CH2, Ph, b5 136-42°, -; Me2CHOCH2CH2, Ph, b5 138-45°, b5 130-5°; BuOCH2CH2, Ph, b4-5 158-63°, b5 150-8°; Me2CHCH2OCH2CH2, Ph, b3 148-56°, b5 145-51°; PhCH2, p-ClC6H4, b4 187-93°, -; p-ClC6H4CH2, Ph, b2-3 180-5°, -; PhCH2CH2, Ph, b5 178-88°, -; PrOCH2CH2, Ph, b4 134-42°, b20 156-62°; PhCH2, m-BrC6H4, b0.1 210-20°, b0.1 160-8°; cyclohexyloxyethyl, Ph, b5 170-85°, b5 160-70°; PhOCH2CH2, Ph, b5 180-92°, -; p-ClC6H4CH2, p-ClC6H4, – (methanesulfonate, m. 201°), -; p-ClC6H4CH2, m-ClC6H4, b1.5 218-22°, b5 210°. VI were mainly obtained by nitrosation of VII and Zn dust reduction; VIa and p-ClC6H4CH2PhNNH2 were prepared from PhNHNH2 and the corresponding benzyl chloride. VII were prepared mainly from RCl or RBr with 2 mol ArNH2 without a solvent above 100°, but some were obtained by reduction of the corresponding Schiff bases. IV (R = Z = H) (18.6 g.) converted to its Na derivative by boiling 1-2 h. with 4.5 g. PhMe-moistened NaNH2 in 150 cc. absolute PhMe or xylene, with ClCH2CH2NMe2 added, and the crude base distilled, gave 70% IV (R = Me2NCH2CH2, Z = H), b2.5 200-5°; maleate, C24H31N3O8, m. 164-5° (from MeOH-Et2O); 73% IV (R = Et2NCO, Z = H) (VIIa) was similarly obtained using Et2NCOCl and precipitating from solution in Me2CO or MeOH as the naphthalene-1,5-disulfonate, m. 265-7° (from HOAc-Me2CO) [VIIa.HCl, m. 202-3° (from alc.-Et2O)]. Similar reactions using PhCH2Cl succeeded poorly or not at all, apparently as the result of extensive quaternization at the 3-position. IVa (27.6 g.) in 250 cc. Me2CO, refluxed 24 h. with 18 g. PhCH2Cl, gave 81% 3-methyl-3,9-dibenzyl-1,2,3,4-tetrahydro-γ-carbolinium chloride, m. 211-12° (from alc.-Et2O); at room temperature IVa treated with 14 g. Me2SO4 and the product precipitated by 250 cc. Et2O gave 90% 3,3-dimethyl-9-benzyl-1,2,3,4-tetrahydro-γ-carbolinium methosulfate, m. 217-18° (from alc.-Et2O). The Na derivative of 1-methyl-4-imino-3-cyanopiperidine (from 69 g. MeN(CH2CH2CN)2 in PhMe, filtered off under N, and washed with PhMe) was added carefully under CO2 to 250 g. concentrated H2SO4 in 1 l. H2O, the aqueous layer separated, 35 g. PhNHNH2, and 100 g. 20% H2SO4 added, the mixture refluxed 6-8 h., and made alk. giving C13H16N4, m. 123° (from C6H6), which may be the phenylhydrazone of 1-methyl-3-cyano-4-piperidone or VIII. α-(p-Methoxybenzylamino)pyridine (IX), m. 128°, was converted to the nitroso derivative, m. 56-7° (from ligroine), and reduced with Zn dust; some IX was recovered from the concentrated Et2O extracts by precipitation with ligroine and crude N,N-(p-methoxybenzyl)-α-pyridylhydrazine (X) was obtained by evaporation of the filtrate. X (20 g.) in 120 cc. alc. was treated in the cold with HCl, 14 g. V.HCl added, the mixture heated slightly on the water bath, then 2-3 h. at 70-80°, and Me2CO added to precipitate 5 g. V α-pyridylhydrazone-HCl, m. 224-5° (from MeOH-Me2CO); this was converted through the free base to the dimaleate, m. 142-3° (from alc. Et2O), and the dipicrate, m. 202-3° (from 90% HOAc-Et2O).

Chemische Berichte published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C13H14N2O, Synthetic Route of 52818-63-0.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Martinez-Asencio, Ana’s team published research in Synthesis in | CAS: 52818-63-0

Synthesis published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C13H14N2O, Formula: C13H14N2O.

Martinez-Asencio, Ana published the artcilePalladium(II) acetate as catalyst for the N-alkylation of aromatic amines, sulfonamides, and related nitrogenated compounds with alcohols by a hydrogen autotransfer process, Formula: C13H14N2O, the publication is Synthesis (2011), 3730-3740, database is CAplus.

Palladium(II) acetate is a versatile, inexpensive, and simple catalyst for the selective N-monoalkylation of amino derivatives with poor nucleophilic character, such as aromatic and heteroaromatic amines as well as carboxamides, sulfonamides, and phosphazenes, using, in all cases, primary alcs. as the initial source of the electrophile, through a hydrogen autotransfer process. The regioselectivity of the benzothiazol-2-amine alkylation is contrary to that found using halogenated electrophiles.

Synthesis published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C13H14N2O, Formula: C13H14N2O.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Cano, Rafael’s team published research in Tetrahedron in 67 | CAS: 52818-63-0

Tetrahedron published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C13H14N2O, HPLC of Formula: 52818-63-0.

Cano, Rafael published the artcileImpregnated palladium on magnetite as catalyst for multicomponent reductive amination reactions and other related reducing processes, HPLC of Formula: 52818-63-0, the publication is Tetrahedron (2011), 67(42), 8079-8085, database is CAplus.

The impregnated palladium oxide on magnetite catalyst is a versatile system for different reduction processes using inexpensive polymethylhydrosiloxane, including multicomponent reductive amination reactions, and aldehyde, imine, sulfinimide and sulfoxide reductions This catalyst avoids the use of any type of expensive organic ligand, showing excellent yields under mild reaction conditions. The catalyst is easily removed from the reaction medium, just by using a magnet. The catalytic system is very selective permitting the discrimination between ketones and aldehydes in the reductive amination process.

Tetrahedron published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C13H14N2O, HPLC of Formula: 52818-63-0.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Sahin, Neslihan’s team published research in Journal of Organometallic Chemistry in 918 | CAS: 52818-63-0

Journal of Organometallic Chemistry published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C13H14N2O, Related Products of ethers-buliding-blocks.

Sahin, Neslihan published the artcileFirst used of Alkylbenzimidazole-Cobalt(II) complexes as a catalyst for the N-Alkylation of amines with alcohols under solvent-free medium, Related Products of ethers-buliding-blocks, the publication is Journal of Organometallic Chemistry (2020), 121285, database is CAplus.

Alkylbenzimidazole-cobalt(II) I [R = allyl, 2-methylallyl, 2-vinyloxyethyl]-catalyzed direct N-alkylation reactions of amines with alcs. derivatives was investigated under solvent-free medium. For this purpose, a series of cobalt(II) complexes I was synthesized and novel complexes fully characterized by elemental anal., FT-IR, 1H-NMR and 13C-NMR spectroscopies. Also, the structure of the complex I [R = allyl] was confirmed by X-ray crystallog. Generally, the N-alkylating reaction is usually performed in toluene with various metal complexes including cobalt. In this catalytic study of complexes I, was carried out without solvent and alc. acted both as solvent and reactant. Conversion and selectivity of amine products according to imine products for alkylation reactions were seen high yield in medium solvent-free relative to in toluene.

Journal of Organometallic Chemistry published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C13H14N2O, Related Products of ethers-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Ye, Zongren’s team published research in Organic Chemistry Frontiers in | CAS: 52818-63-0

Organic Chemistry Frontiers published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C24H29N5O3, Computed Properties of 52818-63-0.

Ye, Zongren published the artcileDisarming the alkoxide trap to access a practical FeCl3 system for borrowing-hydrogen N-alkylation, Computed Properties of 52818-63-0, the publication is Organic Chemistry Frontiers, database is CAplus.

Borrowing hydrogen N-alkylation is one of the most valuable transformations in organic synthesis, with high selectivity and at. economy. The general non-noble metal catalysts for borrowing hydrogen usually have limitations on operational convenience or catalytic efficiency. In particular, the development of practical and mild Fe(III) catalysis is a big challenge due to the alkoxide trap in terms of d-wall issues. Inspired by the theor. design, utilizing an in situ reaction strategy to overcome the alkoxide trap of Fe(III), authors present here a practical in situ ferric chloride and bis-(N-heterocyclic carbene) (bis-NHC) system for the borrowing-hydrogen N-alkylation of amines by alcs. under mild reaction conditions, attributed to the merits of bis-NHC in strong-field ligands, strong σ-donation and π-back-donation, and the trans effect. This system was applied to a wide range of alcs. and amines. Through comprehensive experiments and DFT calculations, the mechanism of the reaction was studied, which highlighted the roles of strong-field ligands, strong σ-donation and π-back-donation, and the trans effect by bis-NHC in ensuring the in situ reduction of Fe(III) to Fe(II) and triggering the borrowing of hydrogen under mild conditions.

Organic Chemistry Frontiers published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C24H29N5O3, Computed Properties of 52818-63-0.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Wei, Dongyue’s team published research in Journal of Organic Chemistry in 86 | CAS: 52818-63-0

Journal of Organic Chemistry published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C8H8O2, COA of Formula: C13H14N2O.

Wei, Dongyue published the artcileN-Alkylation of Amines with Alcohols Catalyzed by Manganese(II) Chloride or Bromopentacarbonylmanganese(I), COA of Formula: C13H14N2O, the publication is Journal of Organic Chemistry (2021), 86(3), 2254-2263, database is CAplus and MEDLINE.

A manganese-catalyzed N-alkylation reaction of amines with alcs. via hydrogen autotransfer strategy was demonstrated. The developed practical catalytic system included an inexpensive, nontoxic, com. available MnCl2 or MnBr(CO)5 as the metal salt and triphenylphosphine as a ligand provided access to diverse aromatic, heteroaromatic, and aliphatic secondary amines in moderate-to-high yields. In addition, this operationally simple protocol was scalable to the gram level and suitable for synthesizing heterocycles such as indole and resveratrol-derived amines known to be active for Alzheimer’s disease.

Journal of Organic Chemistry published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C8H8O2, COA of Formula: C13H14N2O.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Li, Bo’s team published research in Scientific Reports in 7 | CAS: 52818-63-0

Scientific Reports published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C13H14N2O, Product Details of C13H14N2O.

Li, Bo published the artcileRegioselectivity and Mechanism of Synthesizing N-Substituted 2-Pyridones and 2-Substituted Pyridines via Metal-Free C-O and C-N Bond-Cleaving of Oxazoline[3,2-a]pyridiniums, Product Details of C13H14N2O, the publication is Scientific Reports (2017), 41287pp., database is CAplus and MEDLINE.

Novel intermediate oxazoline[3,2-a]pyridiniums were facilely prepared from 2-(2,2-dimethoxyethoxy)-pyridines via acid promoted intramol. cyclization. Sequentially, the quaternary ammonium salts were treated with different nucleophiles for performing regioselective metal-free C-O and C-N bond-cleaving to afford prevalent heterocyclic structures of N-substituted pyridones and 2-substituted pyridines. The reaction mechanism and regioselectivity were then systematically explored by quantum chem. calculations at B3LYP/6-31 g(d) level. The calculated free energy barrier of the reactions revealed that aniline and aliphatic amines (e.g., methylamine) prefer to attack C8 of intermediate, affording N-substituted pyridones, while phenylmethanamine, 2-phenylethan-1-amine and 3-phenylpropan-1-amine favor to attack C2 of the intermediate to form 2-substituted pyridines. With the optimized geometries of the transition states, it was found that the aromatic ring of the Ph aliphatic amines may form cation-π interaction with the pyridinium of the intermediates, which could stabilize the transition states and facilitate the formation of 2-substituted pyridines.

Scientific Reports published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C13H14N2O, Product Details of C13H14N2O.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Wagner, Eva’s team published research in Bioorganic & Medicinal Chemistry Letters in 21 | CAS: 52818-63-0

Bioorganic & Medicinal Chemistry Letters published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C13H18BClO3, Computed Properties of 52818-63-0.

Wagner, Eva published the artcileMepyramine-JNJ7777120-hybrid compounds show high affinity to hH1R, but low affinity to hH4R, Computed Properties of 52818-63-0, the publication is Bioorganic & Medicinal Chemistry Letters (2011), 21(21), 6274-6280, database is CAplus and MEDLINE.

In literature, a synergism between histamine H1 and H4 receptor is discussed. Furthermore, it was shown, that the combined application of mepyramine, a H1 antagonist and JNJ7777120, a H4 receptor ligand leads to a synergistic effect in the acute murine asthma model. Thus, the aim of this study was to develop new hybrid ligands, containing one H1 and one H4 pharmacophore, connected by an appropriate spacer, in order to address both, H1R and H4R. Within this study, we synthesized nine hybrid compounds, which were pharmacol. characterized at hH1R and hH4R. The new compounds revealed (high) affinity to hH1R, but showed only low affinity to hH4R. Addnl., we performed mol. dynamic studies for some selected compounds at hH1R, in order to obtain information about the binding mode of these compounds on mol. level.

Bioorganic & Medicinal Chemistry Letters published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C13H18BClO3, Computed Properties of 52818-63-0.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem