Category: 869725-53-1

Application of 869725-53-1 ,Some common heterocyclic compound, 869725-53-1, molecular formula is C8H6BrF3O, 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.

STEP A: Preparation of (2-bromo-5-trifluoromethyl-benzyloxy)-tert-butyl-dimethyl-silane To a solution of (2-bromo-5-(trifluoromethyl)phenyl)methanol (from Preparation 2, 10 g, 39 mmol) in DMF (20 mL) was added imidazole (5.87 g, 86.3 mmol) followed by t-butyldimethylsilyl chloride (7.11 g, 47.2 mmol) and the reaction was stirred at room temperature for 16 hours. The mixture was partitioned between ethyl acetate and water. The organic layer was washed with brine, dried over sodium sulfate and concentrated in vacuo. The residue was purified by chromatography over 25+M Biotage silica column (eluted with 0-20% ethyl acetate in heptane) (5CV), 20% (1 CV) to afford a colorless oil (14 g, 97%) of the title compound. 1H NMR (400 MHz, CDCl3) delta ppm 0.15 (s, 6H) 0.98 (s, 9H) 4.75 (s, 2H) 7.36 (m, 1H) 7.60 (d, J=8.3 Hz, 1H) 7.84 (s, 1H)). GCMS: 311 (M-57, t-bu).

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. 869725-53-1, 2-Bromo-5-(trifluoromethyl)benzyl Alcohol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Pfizer Inc; US2007/213371; (2007); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 869725-53-1, 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. 869725-53-1, name is 2-Bromo-5-(trifluoromethyl)benzyl Alcohol, molecular formula is C8H6BrF3O, 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.

Preparation 3 1-Bromo-2-(bromomethyl)-4-(trifluoromethyl)benzene To a solution of (2-bromo-5-(trifluoromethyl)phenyl)methanol (4.7 g, 18 mmol) in methylene chloride (50 mL) at -10 C. was added carbon tetrabromide (CBr4) (7.17 g, 21.6 mmol). The resulting mixture was stirred at -10 C. for 15 minutes. Triphenylphosphine (5.61 g, 21.4 mmol) was then slowly added portionwise. This mixture was stirred at room temperature for 16 hours. The mixture was partitioned between saturated ammonium chloride (NH4Cl) (50 ml) and methylene chloride (2*50 mL). The combined organic layers were washed with saturated NaCl (50 mL), dried (MgSO4) and concentrated. The residue was purified by flash chromatography (silica gel) (eluted with 3:1 hexanes-ethyl acetate) to yield the title compound as a white solid (4.01 g). 1H NMR (400 MHz, CDCl3) delta 4.6 (s, 2H) 7.5 (dd, J=8.3, 1.6 Hz, 1H) 7.8 (m, 2H).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 869725-53-1, 2-Bromo-5-(trifluoromethyl)benzyl Alcohol.

Reference:
Patent; Pfizer Inc; US2007/213371; (2007); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 869725-53-1, 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 869725-53-1 as follows.

To a vial equipped with a stir bar were added 265 N-(4-fluorophenyl)-3-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)oxetane-3-carboxamide (I-155; see Ex. 76 for preparation) (500 mg, 1.26 mmol), 671 (2-bromo-5-(trifluoromethyl)phenyl)methanol (320 mg, 1.26 mmol), potassium phosphate tribasic (aq. solution 1M) (2511 mul, 2.51 mmol), (2-dicyclohexylphosphino-2?,4?,6?-triisopropyl-1,1?-biphenyl)[2-(2?-amino-1,1?-biphenyl)]palladium(II) methanesulfonate, and 45 THF (1.26E+04 mul). The vial was purged with nitrogen, sealed, and heated to 40 C. for 1.5 h. After 1.5 h, the crude was washed with EtOAc and sat. NaHCO3. Combined organics were dried over MgSO4, filtered, and concentrated under reduced pressure. The material was dry loaded onto a 120 g column, and the column was run from 100% 6 DCM to 100% 10 EtOAc. The desired product was eluted and fractions were collected and concentrated under reduced pressure. The material was added to a vial, and 70 ACN was slowly added dropwise. Almost immediately, a solid crashed out and there was a resulting liquid. More ACN was added dropwise, swirled, and the solid did not go into solution. The mixture was heated with a heat gun to obtain a uniform solution. The mixture was undisturbed for 3.5 h. After 3.5 h, the sample was moved to the refrigerator for 12 h. After 12 h, the mixture was rinsed with cold (chilled with ice bath) ACN, and the 672 title compound was obtained as a solid. MS (ESI) calc’d for C23H18F4N2O3[M+H]+, 447; found, 447. 1H NMR (600 MHz, DMSO-d6) delta 10.14 (s, 1H), 8.75 (d, J=1.7 Hz, 1H), 8.01 (dd, J=8.2, 2.4 Hz, 1H), 7.97 (s, 1H), 7.78 (d, J=6.9 Hz, 1H), 7.75-7.70 (m, 2H), 7.63 (dd, J=60.7, 8.0 Hz, 2H), 7.25-7.17 (m, 2H), 5.51 (t, J=5.4 Hz, 1H), 5.15 (dd, J=76.2, 6.4 Hz, 4H), 4.52 (d, J=5.4 Hz, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,869725-53-1, its application will become more common.

Reference:
Patent; Merck Sharp & Dohme Corp.; Han, Yongxin; Achab, Abdelghani; Deng, Yongqi; Fradera, Xavier; Gibeau, Craig; Hopkins, Brett A.; Li, Derun; Liu, Kun; McGowan, Meredeth A.; Sciammetta, Nunzio; Sloman, David; White, Catherine; Zhang, Hongjun; Zhou, Hua; US2019/144433; (2019); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 869725-53-1, 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. 869725-53-1, name is 2-Bromo-5-(trifluoromethyl)benzyl Alcohol, molecular formula is C8H6BrF3O, 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 3: 2-Bromo-5-trifluoromethyl-benzaldehyde[00420] 2-Bromo-5-(trifluoromethyl)benzyl alcohol (2.216g, 8.69mmol) and N- methylmorpholine-N-oxide (2.051g, 17.38mmol) were combined in CH2Cl2 (44mL) and MeCN (2.2mL). Tetrapropylammonium perruthenate (0.31 Ig, 0.87mmol) was added, and the reaction was stirred for 20 minutes at room temperature. Once no starting material was seen by analytical tic, the mixture was concentrated, and the residue was purified by silica gel chromatography to give the title compound.

According to the analysis of related databases, 869725-53-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AMIRA PHARMACEUTICALS, INC.; HUTCHINSON, John, Howard; SEIDERS, Thomas, Jon; ARRUDA, Jeannie, M.; ROPPE, Jeffrey, Roger; WO2010/42652; (2010); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts