Category: 6850-57-3

Liu, Zhuqing published the artcilePhIO-Mediated Oxidative C=C Bond Cleavage and Reassembly toward Highly Functionalized Oxazolones, Category: ethers-buliding-blocks, the publication is Organic Letters (2022), 24(6), 1323-1328, database is CAplus and MEDLINE.

An efficient PhIO-mediated oxidative C = C bond cleavage and reassembly of enaminone toward oxazolone I [R¹ = Ph, 3-MeC₆H₄, 4-MeC₆H₄, etc.; R² = Me, Et; R³ = Bn, 2-MeOC₆H₄, CH₂CH₂Ph, etc.] with high regioselectivity was reported. DFT calculations revealed that the reaction proceeded through oxygen atom transfer, C = C bond cleavage, alkylthio migration, and reassembly cascade. This strategy was highlighted by high atom and step economy with formation of five bonds in one pot and generation of high-valued oxazolone skeleton under mild conditions.

Organic Letters published new progress about 6850-57-3. 6850-57-3 belongs to ethers-buliding-blocks, auxiliary class Amine,Benzene,Ether, name is (2-Methoxyphenyl)methanamine, and the molecular formula is C8H11NO, Category: ethers-buliding-blocks.

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

Narita, Koichi published the artcileSynthesis and evaluation of trypanocidal activity of derivatives of naturally occurring 2,5-diphenyloxazoles, Synthetic Route of 6850-57-3, the publication is Bioorganic & Medicinal Chemistry (2021), 116253, database is CAplus and MEDLINE.

African trypanosomiasis is a zoonotic protozoan disease affecting the nervous system. Various natural products reportedly exhibit trypanocidal activity. Naturally occurring 2,5-diphenyloxazoles present in Oxytropis lanata, and their derivatives, were synthesized. The trypanocidal activities of the synthesized compounds were evaluated against Trypanosoma brucei brucei, T. b. gambiense, T. b. rhodesiense, T. congolense, and T. evansi. Natural product 1 exhibited trypanocidal activity against all the species/subspecies of trypanosomes, exhibiting half-maximal inhibitory concentrations (IC50) of 1.1-13.5μM. Modification of the oxazole core improved the trypanocidal activity. The 1,3,4-oxadiazole (7) and 2,4-diphenyloxazole (9) analogs exhibited potency superior to that of 1. However, these compounds exhibited cytotoxicity in Madin-Darby bovine kidney cells. The O-methylated analog of 1 (12) was non-cytotoxic and exhibited selective trypanocidal activity against T. congolense (IC50 = 0.78μM). Structure-activity relationship studies of the 2,5-diphenyloxazole analogs revealed aspects of the mol. structure critical for maintaining selective trypanocidal activity against T. congolense.

Bioorganic & Medicinal Chemistry published new progress about 6850-57-3. 6850-57-3 belongs to ethers-buliding-blocks, auxiliary class Amine,Benzene,Ether, name is (2-Methoxyphenyl)methanamine, and the molecular formula is C8H11NO, Synthetic Route of 6850-57-3.

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

Xu, Biping published the artcileA Tandem Dehydrogenation-Driven Cross-Coupling between Cyclohexanones and Primary Amines for Construction of Benzoxazoles, HPLC of Formula: 6850-57-3, the publication is Angewandte Chemie, International Edition (2022), 61(30), e202203365, database is CAplus and MEDLINE.

Herein, authors report a transition metal-free, operationally simple, general method for straightforward syntheses of 2-substituted benzoxazoles from readily available cyclohexanones and aliphatic primary amines by an imine α-oxygenation-initiated cascade reaction sequence. The key to achieving high selectivity and excellent functional-group tolerance is the use of TEMPO as a mild oxidant that selectively oxidizes the reaction intermediates through its multiple reactivity modes, thus facilitating the individual steps to proceed in succession. More than 70 substrate combinations are disclosed, demonstrating the reliability of this protocol to synthesize structurally diverse products, including marketed drugs, drug candidate, and natural products that are unattainable by the existing methods.

Angewandte Chemie, International Edition published new progress about 6850-57-3. 6850-57-3 belongs to ethers-buliding-blocks, auxiliary class Amine,Benzene,Ether, name is (2-Methoxyphenyl)methanamine, and the molecular formula is C10H9ClN2O, HPLC of Formula: 6850-57-3.

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

Liu, Chao published the artcileRapid construction of C4-substituted phenanthridinones through palladium-catalyzed domino N-arylation/aryl-aryl coupling process, Synthetic Route of 6850-57-3, the publication is Molecular Catalysis (2021), 111766, database is CAplus.

An excellent chemo- and regioselective palladium-catalyzed cascade intermol. N-arylation/aryl-aryl coupling process had been developed. Employing Pd(TFA)₂, PCy₃•HBF₄, K₂CO₃ and 1,4-dioxane in an oil bath at 100°C for 12 h, diverse C4-substituted phenanthridinones I [R = H, Me, OMe; R¹ = Me, Ph, 2-thienyl, etc.; R² = H, Me, OMe, F] were synthesized from o-bromobenzamides in 42-92% yield. Broad substrate scope and excellent functional group tolerance were observed The synthetic utility of this method was illustrated by the further derivatization to prepare multiple-substituted phenanthridinones II [R³ = Et, Bn, 1-adamantyl] in 30-75% yield.

Molecular Catalysis published new progress about 6850-57-3. 6850-57-3 belongs to ethers-buliding-blocks, auxiliary class Amine,Benzene,Ether, name is (2-Methoxyphenyl)methanamine, and the molecular formula is C8H11NO, Synthetic Route of 6850-57-3.

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

Salami, Sodeeq Aderotimi published the artcileCatalytic Performance of Immobilized Sulfuric Acid on Silica Gel for N-Formylation of Amines with Triethyl Orthoformate, Related Products of ethers-buliding-blocks, the publication is Molecules (2022), 27(13), 4213, database is CAplus and MEDLINE.

In the search for convenient, green, and practical catalytic methods for the current interest in organic synthesis, a simple, green, and highly efficient protocol for N-formylation of various amines was carried out in the presence of immobilized sulfuric acid on silica gel (H₂SO₄-SiO₂). All reactions were performed in refluxing tri-Et orthoformate (65 °C). The product formamides were obtained with high-to-excellent yields within 4 min to 2 h. The current approach is advantageous, due to its short reaction time and high yields. The catalyst is recyclable with no significant loss in catalytic efficiency.

Molecules published new progress about 6850-57-3. 6850-57-3 belongs to ethers-buliding-blocks, auxiliary class Amine,Benzene,Ether, name is (2-Methoxyphenyl)methanamine, and the molecular formula is C8H11NO, Related Products of ethers-buliding-blocks.

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

Huang, Ying published the artcileDiscovery of the Clinical Candidate MAK683: An EED-Directed, Allosteric, and Selective PRC2 Inhibitor for the Treatment of Advanced Malignancies, Application In Synthesis of 6850-57-3, the publication is Journal of Medicinal Chemistry (2022), 65(7), 5317-5333, database is CAplus and MEDLINE.

Polycomb Repressive Complex 2 (PRC2) plays an important role in transcriptional regulation during animal development and in cell differentiation, and alteration of PRC2 activity has been associated with cancer. On a mol. level, PRC2 catalyzes methylation of histone H3 lysine 27 (H3K27), resulting in mono-, di-, or trimethylated forms of H3K27, of which the trimethylated form H3K27me3 leads to transcriptional repression of polycomb target genes. Previously, we have shown that binding of the low-mol.-weight compound EED226 to the H3K27me3 binding pocket of the regulatory subunit EED can effectively inhibit PRC2 activity in cells and reduce tumor growth in mouse xenograft models. Here, we report the stepwise optimization of the tool compound EED226 toward the potent and selective EED inhibitor MAK683 (compound 22) and its subsequent preclin. characterization. Based on a balanced PK/PD profile, efficacy, and mitigated risk of forming reactive metabolites, MAK683 has been selected for clin. development.

Journal of Medicinal Chemistry published new progress about 6850-57-3. 6850-57-3 belongs to ethers-buliding-blocks, auxiliary class Amine,Benzene,Ether, name is (2-Methoxyphenyl)methanamine, and the molecular formula is C8H11NO, Application In Synthesis of 6850-57-3.

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

Mourot, Laura published the artcileStructure-activity relationship and molecular modeling studies of quinazolinedione derivatives MMV665916 as potential antimalarial agent, Recommanded Product: (2-Methoxyphenyl)methanamine, the publication is Bioorganic & Medicinal Chemistry (2021), 116513, database is CAplus and MEDLINE.

A series of new quinazolinedione derivatives have been readily synthesized and evaluated for their in vitro antiplasmodial growth inhibition activity. Most of the compounds inhibited P. falciparum FcB1 strain in the low to medium micromolar concentration The 2-ethoxy 8ag′, 2-trifluoromethoxy 8ai′ and 4-fluoro-2-methoxy 8ak′ showed the best inhibitory activity with EC50 values around 5 μM and were non-toxic to the primary human fibroblast cell line AB943. However, these compounds were less potent than the original hit MMV665916, which showed remarkable growth inhibition with EC50 value of 0.4 μM and presented the highest selectivity index (SI > 250). In addition, a novel approach for determining the docking poses of these quinazolinedione derivatives with their potential protein target, the P. falciparum farnesyltransferase PfFT, was investigated.

Bioorganic & Medicinal Chemistry published new progress about 6850-57-3. 6850-57-3 belongs to ethers-buliding-blocks, auxiliary class Amine,Benzene,Ether, name is (2-Methoxyphenyl)methanamine, and the molecular formula is C8H11NO, Recommanded Product: (2-Methoxyphenyl)methanamine.

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

Chandrashekhar, Vishwas G. published the artcileSilica-supported Fe/Fe-O nanoparticles for the catalytic hydrogenation of nitriles to amines in the presence of aluminium additives, Computed Properties of 6850-57-3, the publication is Nature Catalysis (2022), 5(1), 20-29, database is CAplus.

The hydrogenation of nitriles to amines represents an important and frequently used industrial process due to the broad applicability of the resulting products in chem. and life sciences. Despite the existing portfolio of catalysts reported for the hydrogenation of nitriles, the development of iron-based heterogeneous catalysts for this process is still a challenge. Here, we show that the impregnation and pyrolysis of iron(II) acetate on com. silica produces a reusable Fe/Fe-O@SiO₂ catalyst with a well-defined structure comprising the fayalite phase at the Si-Fe interface and α-Fe nanoparticles, covered by an ultrathin amorphous iron(III) oxide layer, growing from the silica matrix. These Fe/Fe-O core-shell nanoparticles, in the presence of catalytic amounts of aluminum additives, promote the hydrogenation of all kinds of nitriles, including structurally challenging and functionally diverse aromatic, heterocyclic, aliphatic and fatty nitriles, to produce primary amines under scalable and industrially viable conditions.

Nature Catalysis published new progress about 6850-57-3. 6850-57-3 belongs to ethers-buliding-blocks, auxiliary class Amine,Benzene,Ether, name is (2-Methoxyphenyl)methanamine, and the molecular formula is C8H11NO, Computed Properties of 6850-57-3.

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

Sarkate, A. P. published the artcileConvenient Microwave-Assisted Chlorosulfonic Acid-Catalyzed Synthesis of Some Quinazolinones from 2-Phenylindole, Quality Control of 6850-57-3, the publication is Russian Journal of Organic Chemistry (2022), 58(3), 428-432, database is CAplus.

A new convenient method was developed for the synthesis of quinazolinones from 2-phenyl-1H-indole and substituted amines under catalysis by chlorosulfonic acid. The target quinazolinones were synthesized through a coupling reaction of 2-phenyl-1H-indole and different amines using chlorosulfonic acid and hydrogen peroxide in DMSO on heating at 100°C, as well as under microwave irradiation at 80°C. The microwave-assisted synthesis provided excellent yields in 8 min compared to 4-5 h under conventional heating. The developed method is flexible and economical, and it has major importance in industry and academics.

Russian Journal of Organic Chemistry published new progress about 6850-57-3. 6850-57-3 belongs to ethers-buliding-blocks, auxiliary class Amine,Benzene,Ether, name is (2-Methoxyphenyl)methanamine, and the molecular formula is C8H11NO, Quality Control of 6850-57-3.

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

Wang, Chao published the artcileCopper-Catalyzed Three-Component Cascade Reaction of Benzaldehyde with Benzylamine and Hydroxylamine or Aniline: Synthesis of 1,2,4-Oxadiazoles and Quinazolines, Safety of (2-Methoxyphenyl)methanamine, the publication is Advanced Synthesis & Catalysis (2021), 363(11), 2825-2833, database is CAplus.

The analogous three-component synthesis strategy for substituted 1,2,4-oxadiazoles and quinazolines derivatives from readily available benzaldehydes, benzylamines and hydroxylamine or anilines was developed. Both the cascade reaction sequences involved nucleophilic addition of C-N bond, introduction a halogen donor, nucleophilic substitution and Cu(II)-catalyzed aerobic oxidation This synthesis methodol. demonstrated good yields, broad substrate scope and oxygen as a green oxidant. Thus, this synthesis protocol provided strategies for the construction of substituted 1,2,4-oxadiazole and quinazolines from readily and simple starting materials.

Advanced Synthesis & Catalysis published new progress about 6850-57-3. 6850-57-3 belongs to ethers-buliding-blocks, auxiliary class Amine,Benzene,Ether, name is (2-Methoxyphenyl)methanamine, and the molecular formula is C13H15NO6S, Safety of (2-Methoxyphenyl)methanamine.

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