Category: 162744-59-4

Electric Literature of 162744-59-4, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.162744-59-4, name is (4-Bromo-2,6-difluorophenyl)methanol, molecular formula is C7H5BrF2O, molecular weight is 223.0148, as common compound, the synthetic route is as follows.

To a stirred solution of (4-bromo-2,6-difluoro-phenyl)methanol (4.2 g, 18.8 mmol) in CH2C12 (80 mL) at 0 C was added CBr4 (7.81 g, 23.5 mmol). After 5 min, a solution of triphenylphosphine (6.17 g, 23.5 mmol) in CH2C12 (20 mL) was added dropwise and the resulting mixture was stirred at room temperature for 2 hours. The mixture was concentrated in vacuo and the residue was taken up in heptane (100 mL). The resulting precipitate (white solid) was collected through a sintered glass and washed with further heptane. The filtrate was concentrated in vacuo to afford the title compound (6.90g, 78%) as a colorless oil which was used in the following step without further purification.

The chemical industry reduces the impact on the environment during synthesis 162744-59-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CECERE, Giuseppe; GALLEY, Guido; NORCROSS, Roger; PFLIEGER, Philippe; RAUBER, Etienne; (157 pag.)WO2016/30310; (2016); A1;,
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Synthetic Route of 162744-59-4, 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. 162744-59-4, name is (4-Bromo-2,6-difluorophenyl)methanol, molecular formula is C7H5BrF2O, The 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.

Step 1: The preparation of 2,6-difluoro-4-bromobenzyl methanesulphonate; 2,6-difluoro-4-bromobenzyl alcohol (9.50 g) and triethylamine (5.0 g) were dissolved in THF cooled to 10C with stirring. Methanesulphonyl chloride (4.8 g) was added in a solution of THF (10ml) over 10 minutes, and a white solid precipitated from the solution. The reaction was then warmed to room temperature for one hour and then the solid was collected and washed with diethyl ether. The filtrate was evaporated to give 2,6-difluoro-4- bromobenzyl methanesulphonate (13.0 g) as a golden oil which slowly crystallised. ¹H NMR (CDCl3) No. ppm: 3.05 (s, 3H), 5.3 (s, 2H), 7.15 (t,2H).

According to the analysis of related databases, 162744-59-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; SYNGENTA LIMITED; WO2005/123698; (2005); A1;,
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Adding a certain compound to certain chemical reactions, such as: 162744-59-4, (4-Bromo-2,6-difluorophenyl)methanol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 162744-59-4, blongs to alcohols-buliding-blocks compound. Recommanded Product: (4-Bromo-2,6-difluorophenyl)methanol

A solution of 4-Bromo-2,6-difluorobenzyl alcohol (3.517 g, 15.77 mmol) and triphenylphosphine (4.55 g, 17.34 mmol) in dichloromethane (70 ml) was cooled to 0 C. and N-bromosuccinimide (3.086 g, 17.34 mmol) was added in 5 portions over 20 mins. The solution was warmed to 25 C. and stirred for 16 h. The reaction was quenched by the addition of dilute aqueous sodium bicarbonate. The resulting mixture was extracted with diethyl ether and the combined organic layers were washed with water, then brine and dried over sodium sulphate and concentrated under reduced pressure. The title compound was isolated by column chromatography on silica using 5 to 20% ethyl acetate in n-pentane to give the title compound as an oil (3.785 g, 84%).1H-NMR (400 MHz, CDCl3) delta: 7.10 (2H, m), 4.44 (2H, s); LC/MS Retention time 3.38 mins/M+H not observed.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,162744-59-4, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; US2010/137276; (2010); A1;,
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Electric Literature of 162744-59-4 ,Some common heterocyclic compound, 162744-59-4, 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.

Example A-14; 2-(4-bromo-2,6-difluorophenyl)-4-(4-methoxyphenyl)-1H-imidazole-5-carboxamide; Step a – 4-bromo-2,6-difluorobenzaldehyde; To a solution of 4-bromo-2,6-difluorobenzylalcohol (0.20Og, 0.9mmol) in DCM (4ml) and DMSO (0.440ml) was added triethylamine (1 ml, 0.72mmol) and sulfur trioxide pyridine complex (0.57Og, 3.6mmol) and the resulting solution was stirred at room temperature for 3 hours. The solution was diluted with Et2O and washed with 0.5M aqueous HCI, 1M sodium bicarbonate solution and brine. The organic phase was dried over MgSO4 and the solvent removed in vacuo to afford 4-bromo-2,6-difluorobenzaldehyde (0.166g, 0.75mmol, 84%) as a white solid. 1H NMR (CDCI3) delta 7.22 (2H, d), 10.29 (1 H, br. s). LCMS (2) Rt: 2.74min.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 162744-59-4, (4-Bromo-2,6-difluorophenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SAREUM LIMITED; WO2008/139161; (2008); A1;,
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Adding a certain compound to certain chemical reactions, such as: 162744-59-4, (4-Bromo-2,6-difluorophenyl)methanol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 162744-59-4, blongs to alcohols-buliding-blocks compound. name: (4-Bromo-2,6-difluorophenyl)methanol

General synthetic method 2: Borylation of arylbromides and subsequent Suzuki coupling with 5-bromopyrrolo[2,l-f][l ,2,4]- triazine derivatives without isolation of the intermediate arylboronic acid or ester: Arylbromide D (about 0.5 mmol) is dissolved in DMF (3 mL) in a microwave reactor vessel, argon is bubbled through the solution for 5 min, and [l ,l’-bis(diphenylphosphino)ferrocene]dichloro- palladium(II)-dichloromethane complex (0.1 equivalents), potassium acetate (3 equivalents) and bis(pinacolato)diboron (1.2 equivalents) are added. The vessel is crimp-capped, and the mixture is heated to 130C for 60 min in a single-mode microwave device. Then, the suspension is filtered, the filtrate is transferred to another microwave process vial, and tetrakis(triphenylphosphine)- palladium(O) (0.1 equivalents), 2 M aqueous sodium carbonate solution (4 equivalents) and the 5-bromopyrrolo [2, 1 -f] [ 1 ,2,4]triazine A (1 equivalent) are added. The vial is crimp-capped, and the mixture is heated to 140C for 1 h in a single-mode microwave device. The crude reaction mixture thus obtained is directly injected onto a preparative HPLC column for separation and purification of the target compound C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,162744-59-4, its application will become more common.

Reference:
Patent; BAYER INTELLECTUAL PROPERTY GMBH; Bayer Pharma Aktiengesellschaft; KLAR, Juergen; VOEHRINGER, Verena; TELSER, Joachim; LOBELL, Mario; SUessMEIER, Frank; LI, Volkhart Min-Jian; BOeTTGER, Michael; GOLZ, Stefan; LANG, Dieter; SCHLEMMER, Karl-Heinz; SCHLANGE, Thomas; SCHALL, Andreas; FU, Wenlang; WO2013/4551; (2013); A1;,
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Application of 162744-59-4, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 162744-59-4 as follows.

A solution of 5-Bromo-2-hydroxymethyl-1, 3-difluoro-benzene (0. 89g, 4.0 mmol) and 30 wt% of hydrogen bromide in acetic acid was stirred at room temperature for 90 minutes before it was poured into 80 ml of water. The mixture was extracted with pentane (3 X 50 ML) and the combined organic layers were washed with water (3 X 20 ML), dried over MGSO4 and concentrated at low pressure to afford the desired product (10.0 g, 98% YIELD). 1H NMR (CDC13) 8 : 4.47 (s, 2H), 7.09-7. 10 (m, 1H), 7. 12-7. 13 (m, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,162744-59-4, its application will become more common.

Reference:
Patent; PFIZER INC.; WO2004/74270; (2004); A2;,
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Reference of 162744-59-4, Adding some certain compound to certain chemical reactions, such as: 162744-59-4, name is (4-Bromo-2,6-difluorophenyl)methanol,molecular formula is C7H5BrF2O, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 162744-59-4.

((4-bromo-2,6-difluorobenzyl)oxy)(tert-butyl)dimethylsilane A mixture of (4-bromo-2,6-difluorophenyl)methanol (7.5 g, 33.5 mmol), TBDMSCl (10.8 g, 67.0 mmol) and imidazole (3.0 g, 40.2 mmol) in DMF (70 mL) was stirred at 20C under N2 atmosphere for 2 hours, quenched with water (350 mL) and extracted with EtOAc (200 mL*3). The combined organic layers were dried over anhydrous Na2SO4, filtered and concentrated. The residue was purified by silica gel column chromatography to give Compound 17A (colorless oil, 10.2 g, 90% yield). LCMS (ESI) m/z: 338 (M+H+).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 162744-59-4, (4-Bromo-2,6-difluorophenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Medshine Discovery Inc.; LONG, Chaofeng; CHEN, Shuhui; CHEN, Xiaoxin; LUO, Yunfu; LIU, Zhuowei; PAN, Jianfeng; (56 pag.)EP3287453; (2018); A1;,
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Electric Literature of 162744-59-4, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.162744-59-4, name is (4-Bromo-2,6-difluorophenyl)methanol, molecular formula is C7H5BrF2O, molecular weight is 223.0148, as common compound, the synthetic route is as follows.

To a solution of (4-bromo-2,6-difluorophenyl)methanol (2 g, 8.97 mmol) in DCM (80 inL) was added tribromophosphine (2.91 g, 10.76 mmol) at 0 C. The resulting mixture was stirred at rt. After LCMS analysis showed the starting material had disappeared, the mixture was washed with aqueous NaHC03 (40 inL) and brine (30 mL). The organic layer was dried over NaaSOzi, filtered and concentrated. The crude material was purified by silica column chromatography (PE/EA = 5/1) to yield a colorless oil of 5-bromo-2-(bromomethyl)-l,3-difluorobenzene (1.6 g, 5.48 mmol, 61.2% yield): lH NMR (400 MHz, CD3OD) delta 7.12 (d, J= 6.8 Hz, 2H), 4.47 (s, 2H).

The chemical industry reduces the impact on the environment during synthesis 162744-59-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; EIDAM, Hilary Schenck; DEMARTINO, Michael P.; GONG, Zhen; GUAN, Amy Huiping; RAHA, Kaushik; WU, Chengde; YANG, Haiying; YU, Haiyu; ZHANG, Zhiliu; CHEUNG, Mui; WO2014/141187; (2014); A1;,
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Electric Literature of 162744-59-4, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.162744-59-4, name is (4-Bromo-2,6-difluorophenyl)methanol, molecular formula is C7H5BrF2O, molecular weight is 223.0148, as common compound, the synthetic route is as follows.

To a solution of (4-bromo-2,6-difluorophenyl)methanol (2 g, 8.97 mmol) in DCM (80 inL) was added tribromophosphine (2.91 g, 10.76 mmol) at 0 C. The resulting mixture was stirred at rt. After LCMS analysis showed the starting material had disappeared, the mixture was washed with aqueous NaHC03 (40 inL) and brine (30 mL). The organic layer was dried over NaaSOzi, filtered and concentrated. The crude material was purified by silica column chromatography (PE/EA = 5/1) to yield a colorless oil of 5-bromo-2-(bromomethyl)-l,3-difluorobenzene (1.6 g, 5.48 mmol, 61.2% yield): lH NMR (400 MHz, CD3OD) delta 7.12 (d, J= 6.8 Hz, 2H), 4.47 (s, 2H).

The chemical industry reduces the impact on the environment during synthesis 162744-59-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; EIDAM, Hilary Schenck; DEMARTINO, Michael P.; GONG, Zhen; GUAN, Amy Huiping; RAHA, Kaushik; WU, Chengde; YANG, Haiying; YU, Haiyu; ZHANG, Zhiliu; CHEUNG, Mui; WO2014/141187; (2014); A1;,
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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. 162744-59-4, name is (4-Bromo-2,6-difluorophenyl)methanol, the common compound, a new synthetic route is introduced below. Recommanded Product: (4-Bromo-2,6-difluorophenyl)methanol

Example 2 1: 4~((7~ (4-chloro-3-metho. xyphenvl)-l-(4-fl orophenvl)~4,5,6, 7~tetrahvdro~ IH-benzofd, Yitnldazo Patent; JANSSEN PHARMACEUTICA NV; ZHANG, Xuqing; WALL, Mark; SUI, Zhihua; WO2015/160772; (2015); A1;,
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