Category: 104197-14-0

Zhang, Lei et al. published their research in Journal of Medicinal Chemistry in 2017 | CAS: 104197-14-0

4-Bromo-2,6-difluoroanisole (cas: 104197-14-0) belongs to ethers. The oxygen atom in ethers are more electronegative than carbon, thus the hydrogens which are alpha to the ethers are more acidic than the simple hydrocarbons. The unique properties of ethers (i.e., that they are strongly polar, with nonbonding electron pairs but no hydroxyl group) enhance the formation and use of many reagents. For example, Grignard reagents cannot form unless an ether is present to share its lone pair of electrons with the magnesium atom. Complexation of the magnesium atom stabilizes the Grignard reagent and helps to keep it in solution.Category: ethers-buliding-blocks

The Discovery of a Novel Phosphodiesterase (PDE) 4B-Preferring Radioligand for Positron Emission Tomography (PET) Imaging was written by Zhang, Lei;Chen, Laigao;Beck, Elizabeth M.;Chappie, Thomas A.;Coelho, Richard V.;Doran, Shawn D.;Fan, Kuo-Hsien;Humphrey, John M.;Hughes, Zoe;Kuszpit, Kyle;Lachapelle, Erik A.;Lazzaro, John T.;Mather, Robert J.;Patel, Nandini C.;Skaddan, Marc B.;Sciabola, Simone;Verhoest, Patrick R.;Young, Joseph M.;Zasadny, Kenneth;Villalobos, Anabella. And the article was included in Journal of Medicinal Chemistry in 2017.Category: ethers-buliding-blocks This article mentions the following:

As part of our effort in identifying phosphodiesterase (PDE) 4B-preferring inhibitors for the treatment of central nervous system (CNS) disorders, we sought to identify a positron emission tomog. (PET) ligand to enable target occupancy measurement in vivo. Through a systematic and cost-effective PET discovery process, involving expression level (Bmax) and biodistribution determination, a PET-specific structure-activity relationship (SAR) effort, and specific binding assessment using a LC-MS/MS “cold tracer” method, we have identified 8 (PF-06445974) as a promising PET lead. Compound 8 has exquisite potency at PDE4B, good selectivity over PDE4D, excellent brain permeability, and a high level of specific binding in the “cold tracer” study. In subsequent non-human primate (NHP) PET imaging studies, [18F]8 showed rapid brain uptake and high target specificity, indicating that [18F]8 is a promising PDE4B-preferring radioligand for clin. PET imaging. In the experiment, the researchers used many compounds, for example, 4-Bromo-2,6-difluoroanisole (cas: 104197-14-0Category: ethers-buliding-blocks).

4-Bromo-2,6-difluoroanisole (cas: 104197-14-0) belongs to ethers. The oxygen atom in ethers are more electronegative than carbon, thus the hydrogens which are alpha to the ethers are more acidic than the simple hydrocarbons. The unique properties of ethers (i.e., that they are strongly polar, with nonbonding electron pairs but no hydroxyl group) enhance the formation and use of many reagents. For example, Grignard reagents cannot form unless an ether is present to share its lone pair of electrons with the magnesium atom. Complexation of the magnesium atom stabilizes the Grignard reagent and helps to keep it in solution.Category: ethers-buliding-blocks

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Chambers, R. D. et al. published their research in Journal of Fluorine Chemistry in 2000 | CAS: 104197-14-0

4-Bromo-2,6-difluoroanisole (cas: 104197-14-0) belongs to ethers. The oxygen atom in ethers are more electronegative than carbon, thus the hydrogens which are alpha to the ethers are more acidic than the simple hydrocarbons. Ethers can form hydrogen bonds with other molecules (alcohols, amines, etc.) that have O―H or N―H bonds. The ability to form hydrogen bonds with other compounds makes ethers particularly good solvents for a wide variety of organic compounds and a surprisingly large number of inorganic compounds.Reference of 104197-14-0

Elemental fluorine Part 12. Fluorination of 1,4-disubstituted aromatic compounds was written by Chambers, R. D.;Hutchinson, J.;Sparrowhawk, M. E.;Sandford, G.;Moilliet, J. S.;Thomson, J.. And the article was included in Journal of Fluorine Chemistry in 2000.Reference of 104197-14-0 This article mentions the following:

Direct fluorination of 1,4-disubstituted benzenes in acid reaction media at convenient temperature leads, in many cases, to selectively fluorinated aromatic products in preparatively useful conversions and yields. Thus, treatment of 4-O2NC6H4OH with F2 in formic acid at 10° gave 70% 2-fluoro-4-nitrophenol and 8% 2,6-difluoro-4-nitrophenol with 75% conversion. In the experiment, the researchers used many compounds, for example, 4-Bromo-2,6-difluoroanisole (cas: 104197-14-0Reference of 104197-14-0).

4-Bromo-2,6-difluoroanisole (cas: 104197-14-0) belongs to ethers. The oxygen atom in ethers are more electronegative than carbon, thus the hydrogens which are alpha to the ethers are more acidic than the simple hydrocarbons. Ethers can form hydrogen bonds with other molecules (alcohols, amines, etc.) that have O―H or N―H bonds. The ability to form hydrogen bonds with other compounds makes ethers particularly good solvents for a wide variety of organic compounds and a surprisingly large number of inorganic compounds.Reference of 104197-14-0

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Yan, Xiang-Yu et al. published their research in European Journal of Medicinal Chemistry in 2022 | CAS: 104197-14-0

4-Bromo-2,6-difluoroanisole (cas: 104197-14-0) belongs to ethers. Ether is less polar than esters, alcohols or amines because of the oxygen atom that is unable to participate in hydrogen bonding due to the presence of bulky alkyl groups on both sides of the oxygen atom. At room temperature, ethers are pleasant-smelling colourless liquids. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive, and as a result they are useful as solvents for fats, oils, waxes, perfumes, resins, dyes, gums, and hydrocarbons. Vapours of certain ethers are used as insecticides, miticides, and fumigants for soil.Safety of 4-Bromo-2,6-difluoroanisole

Design, synthesis, and biological evaluation of novel diphenylamine derivatives as tubulin polymerization inhibitors targeting the colchicine binding site was written by Yan, Xiang-Yu;Leng, Jia-Fu;Chen, Ting-Ting;Zhao, Yong-Jun;Kong, Ling-Yi;Yin, Yong. And the article was included in European Journal of Medicinal Chemistry in 2022.Safety of 4-Bromo-2,6-difluoroanisole This article mentions the following:

A novel series of diphenylamine derivatives were designed and synthesized I and their biol. activities were evaluated. The anti-proliferative activities of the derivatives were tested against five human cancer cell lines (MCF-7, MDA-MB-231, A549, HeLa and HT29). Among them, I exhibited the promising anti-proliferative activity against HT29 cell lines with the IC50 value of 23 nM. Further biol. studies depicted that I inhibited cancer cell migration, colony formation and angiogenesis. Besides, dynamics studies and mol. docking studies revealed that I inhibited tubulin polymerization which may be a result of the compound binding to the colchicine site of tubulin. Furthermore,I arrested HT29 cell cycle at G2/M phase, and induced HT29 cell apoptosis by upregulating cyclin B1, Bcl-2, Bax, Cleaved-caspase9, Cleaved-caspase3, PARP, Cleaved-PARP proteins, and downregulating p-cdc25c (S216), p-cdc2 (T15) proteins. Mitochondrial membrane potential (MMP) and reactive oxygen species (ROS) were also determined to confirm the cell apoptosis process. Finally, I greatly inhibited the tumor growth in HT29 xenograft mice by 75.5% at 10 mg/kg. Meanwhile, I owned the good pharmacokinetic properties. All the results promised that I is of potential to act as an antitumor candidate and worthy of further investigation. In the experiment, the researchers used many compounds, for example, 4-Bromo-2,6-difluoroanisole (cas: 104197-14-0Safety of 4-Bromo-2,6-difluoroanisole).

4-Bromo-2,6-difluoroanisole (cas: 104197-14-0) belongs to ethers. Ether is less polar than esters, alcohols or amines because of the oxygen atom that is unable to participate in hydrogen bonding due to the presence of bulky alkyl groups on both sides of the oxygen atom. At room temperature, ethers are pleasant-smelling colourless liquids. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive, and as a result they are useful as solvents for fats, oils, waxes, perfumes, resins, dyes, gums, and hydrocarbons. Vapours of certain ethers are used as insecticides, miticides, and fumigants for soil.Safety of 4-Bromo-2,6-difluoroanisole

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Hartmann, Rolf W. et al. published their research in Journal of Enzyme Inhibition and Medicinal Chemistry in 2004 | CAS: 104197-14-0

4-Bromo-2,6-difluoroanisole (cas: 104197-14-0) belongs to ethers. Ether is less polar than esters, alcohols or amines because of the oxygen atom that is unable to participate in hydrogen bonding due to the presence of bulky alkyl groups on both sides of the oxygen atom. The unique properties of ethers (i.e., that they are strongly polar, with nonbonding electron pairs but no hydroxyl group) enhance the formation and use of many reagents. For example, Grignard reagents cannot form unless an ether is present to share its lone pair of electrons with the magnesium atom. Complexation of the magnesium atom stabilizes the Grignard reagent and helps to keep it in solution.SDS of cas: 104197-14-0

CYP 17 and CYP 19 Inhibitors. Evaluation of Fluorine Effects on the Inhibiting Activity of Regioselectively Fluorinated 1-(Naphthalen-2-ylmethyl)imidazoles was written by Hartmann, Rolf W.;Palusczak, Anja;Lacan, Fabrice;Ricci, Giacomo;Ruzziconi, Renzo. And the article was included in Journal of Enzyme Inhibition and Medicinal Chemistry in 2004.SDS of cas: 104197-14-0 This article mentions the following:

Regioselectively fluorinated 1-(naphth-2-ylmethyl)imidazoles 1a-h have been synthesized starting from the corresponding (naphth-2-yl)methanols (2). 2a-d have been obtained by LiAlH4-promoted reduction of fluorinated 1-methyl-2-naphthaldehydes. The latter were easily prepared in fairly good overall yields by ceric ammonium nitrate (CAN)-promoted oxidative addition of the suitable 3-(fluoroaryl)-1-trimethylsilyloxy-1-butenes to Et vinyl ether in methanol followed by cyclization of the resulting acetals in strongly acidic medium in the presence of DDQ. 2e-h were prepared by LiAlH4-promoted reduction of the corresponding fluorinated Me 2-naphthoates. The latter were more profitably obtained by reacting the suitable benzyl bromide with the sodium salt of di-Me 2-(2,2-dimethoxyethyl)malonate in DMF followed by demethoxycarbonylation and acid catalyzed cyclization of the resulting acetals. Compared with the non-fluorinated parent compounds 1i-l, fluorinated 1-(naphth-2-yl)methylimidazoles 1a-h turned out to be potent inhibitors of CYP17 and CYP19 enzymes. The most active inhibitor of CYP17 is 1c, whereas CYP19 is strongly inhibited by 1b, 1e, and 1g. Interestingly, 1g is a potent dual inhibitor also being very active towards CYP19. In the experiment, the researchers used many compounds, for example, 4-Bromo-2,6-difluoroanisole (cas: 104197-14-0SDS of cas: 104197-14-0).

4-Bromo-2,6-difluoroanisole (cas: 104197-14-0) belongs to ethers. Ether is less polar than esters, alcohols or amines because of the oxygen atom that is unable to participate in hydrogen bonding due to the presence of bulky alkyl groups on both sides of the oxygen atom. The unique properties of ethers (i.e., that they are strongly polar, with nonbonding electron pairs but no hydroxyl group) enhance the formation and use of many reagents. For example, Grignard reagents cannot form unless an ether is present to share its lone pair of electrons with the magnesium atom. Complexation of the magnesium atom stabilizes the Grignard reagent and helps to keep it in solution.SDS of cas: 104197-14-0

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

The origin of a common compound about 104197-14-0

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-2,6-difluoroanisole, and friends who are interested can also refer to it.

Electric Literature of 104197-14-0, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 104197-14-0 name is 4-Bromo-2,6-difluoroanisole, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Intermediate 112 2-(3,5-difluoro-4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxa borolane To a solution of intermediate 111 (2.0 g, 8.968 mmoles) in Dioxan (40 ml), bis(pinacaloto)diboron (2.73 g, 10.76 mmoles) and potassium acetate (2.64 g, 26.90 mmoles) were added and the system is degassed for 30 min Bis(diphenylphosphinoferrocene)dichloro palladium.CH2Cl2 (0.219 g, 0.269 mmoles) was added under nitrogen atmosphere and heated to 80 C. After 12 h, the reaction mixture filtered through celite and concentrated. The crude product was purified by column chromatography with ethyl acetate:petroleum ether to afford the title compound as yellow liquid (2.2 g, 90% yield).). 1H-NMR (delta ppm, DMSO-d6, 400 MHz): delta delta 7.318 (d, J=8.7 Hz, 2H), 4.02 (s, 3H), 1.32 (s, 12H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-2,6-difluoroanisole, and friends who are interested can also refer to it.

Reference:
Patent; Rhizen Pharmaceuticals SA; Incozen Therapeutics Pvt. Ltd.; US2011/118257; (2011); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Some tips on 104197-14-0

The synthetic route of 4-Bromo-2,6-difluoroanisole has been constantly updated, and we look forward to future research findings.

These common heterocyclic compound, 104197-14-0, name is 4-Bromo-2,6-difluoroanisole, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. SDS of cas: 104197-14-0

To a solution of compound 5.2 (0.15 mL,1.22 mmol) in DME (7 mL) was added tetrakis triphenylphosphine palladium (78 mg,0.067 mmol). Stirring was continued at r.t. 5 min. 2-formyl phenyl boronic acid 5.1 (202 mg,1.35 mmol) and K2CO3 (745 mg,3.56 mmol) were added in turn. Stirring was continued at reflux 4h. The solvent was removed in vacuo. The crude was taken up with water and extracted with EtOAc (3 x 20 ml). The organic phase was washed with brine and dried over Na2S04. Flash chromatography purification (eluent PET/EtOAc) of the reaction crude afforded the title compound 5.3 (180 mg,0.72 mmol) as brownish oil.lH NMR (200 MHz,CDCI3) delta 4.20 (s,3H), 6.95 (d, / = 6.7 Hz,2H), 7.40 (d, / = 7.7 Hz,2H), 7.53 (d, / = 8.6 Hz,1H), 7.64-7.70 (m,1H), 8.03 (d, / = 7.8 Hz,1H), 10.02 (s,1H).

The synthetic route of 4-Bromo-2,6-difluoroanisole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TES PHARMA S.R.L.; PELLICCIARI, Roberto; (253 pag.)WO2018/69532; (2018); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Some tips on 104197-14-0

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Related Products of 104197-14-0, A common heterocyclic compound, 104197-14-0, name is 4-Bromo-2,6-difluoroanisole, molecular formula is C7H5BrF2O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Preparation 4 2.5-Difluoro-4-methoxy-benzaldehyde A mixture of 4-bromo-2,6-difluoroanisole (4.46 g, 20.0 mmol), toluene (200 mL), and THF (10 mL) was cooled to -78 C. To the mixture was added n-BuLi (8.00 mL of a 2.5 M solution in hexanes, 20 mmol). After stirring at -78 C. for 1 h, DMF (3.10 ml, 40.0 mmol) was added. The mixture was stirred at -78 C. for 2 h and then H2O (100 mL) was added. After warming to rt, the mixture was extracted with EtOAc (2*75 mL). The combined extracts were dried (MgSO4), filtered and concentrated to provide 3.00 g of 2,5-difluoro-4-methoxy-benzaldehyde as a solid. 1H NMR (400 MHz, CDCl3): delta 10.18 (d, 1, J=2.9), 7.54 (dd, 1, J=10.6, 6.4), 6.72 (dd, 1, J=11.4, 6.4), 3.95 (s, 3).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Pfizer Inc; US2006/58361; (2006); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Introduction of a new synthetic route about 104197-14-0

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 104197-14-0, its application will become more common.

Some common heterocyclic compound, 104197-14-0, name is 4-Bromo-2,6-difluoroanisole, molecular formula is C7H5BrF2O, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Recommanded Product: 4-Bromo-2,6-difluoroanisole

The mixture of 5-bromo-l,3-difluoro-2-methoxy-benzene (2.6 g, 11.7 mmol), ethynyl (trimethyl)silane (1.145g, 11.7 mmol), N,N-Diisopropylethylamine (1.205 g, 9.33 mmol), Copper(I)Iodide (177.6 mg, 0.93 mmol) and Bis(Triphenylphosphine)palladium (II) chloride (340.4 mg, 0.47 mmol) in THF (20 mL) were heated at 60 C under a nitrogen atmosphere for 16 hours. Added water (50 mL) and extracted by EtOAc (60 mL), washed EtOAc phase with water (50 mL), brine (50 mL), dried over Na2S04, filtered and concentrated to give a residue. The residue was purified by slica gel column (pure PE) to afford the title compound as an oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 104197-14-0, its application will become more common.

Reference:
Patent; GALECTO BIOTECH AB; BRIMERT, Thomas; JOHNSSON, Richard; LEFFLER, Hakon; NILSSON, Ulf; ZETTERBERG, Fredrik; (284 pag.)WO2016/120403; (2016); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

A new synthetic route of 104197-14-0

The synthetic route of 4-Bromo-2,6-difluoroanisole has been constantly updated, and we look forward to future research findings.

Synthetic Route of 104197-14-0, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 104197-14-0, name is 4-Bromo-2,6-difluoroanisole belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example A5; 4-(3,5-Difluoro-4-(l-(4-(trifluoromethyl)benzyl)azetidin-3-yloxy)phenyl)-l-(methylsulfonyl)piperidineineA5g Example A5[0022] Step A: In a microwave vial, a mixture of pyridin-4-ylboronic acid (160 mg, 1.3 mmol), 5-bromo-l,3-difluoro-2-methoxybenzene A5a (223 mg, 1 mmol) and Pd(PPh3)4 (58 mg, 0.05 mmol) is dissolved/suspended in dimethylformamide (3 mL). To the mixture are added cesium carbonate (978 mg, 3 mmol) and water (3 mL). The vial is sealed and subjected to microwave irradiation (150 C, 15 min). The mixture is filtered through a syringe filter and washed with ethyl acetate. Water is added and the mixture extracted with ethyl acetate (4x). The organic phase is dried over sodium sulfate and concentrated. The crude material is purified by flash chromatography (ethylacetate/hexanes gradient) to afford 4-(3,5-difluoro-4-methoxyphenyl)pyridine A5b as a white solid: 1H-NMR (400 MHz, CDC13) delta 8.69 (d, J= 6 Hz, 2 H), 7.44 (d, J= 6 Hz, 2H), 7.22 (d, J = 9.6 Hz, 2H), 4.09 (s, 3H); MS calcd. for C12Hi0F2NO ([M+H]+): 222.1, found: 222.1.

The synthetic route of 4-Bromo-2,6-difluoroanisole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IRM LLC; AZIMIOARA, Mihai; COW, Christopher; EPPLE, Robert; LELAIS, Gerald; MECOM, John; NIKULIN, Victor; WO2011/44001; (2011); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Brief introduction of 4-Bromo-2,6-difluoroanisole

The synthetic route of 4-Bromo-2,6-difluoroanisole has been constantly updated, and we look forward to future research findings.

Related Products of 104197-14-0, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 104197-14-0, name is 4-Bromo-2,6-difluoroanisole belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(iii) 3 ,5-Difluoro-4-methoxybenzonitrileA mixture of 4-bromo-2,6-difluororhohenyl methyl ether (11.5 g, 0.0516 mol; see step (ii) above) and CuCN (6.92 g, 0.0774 mol) in dry DMF (15 mL) was stirred at 120C for two days under nitrogen atmosphere. The reaction mixture was cooled to room temperature, diluted with water and extracted with ethyl acetate. The organic layer was washed with water and brine and dried over sodium sulfate. Solvent evaporation under reduced pressure followed by column chromatography over silica gel, using 2% ethyl acetate in petroleum ether as eluent, yielded 2.7 g of the sub-title compound as a pale yellow solid.

The synthetic route of 4-Bromo-2,6-difluoroanisole has been constantly updated, and we look forward to future research findings.