142808-15-9, name is 4-Bromo-2-fluorobenzotrifluoride, belongs to bromides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Application In Synthesis of 4-Bromo-2-fluorobenzotrifluoride
Step 1: N- (3- (3-fluoro-4- (trifluoromethyl) phenyl) oxetan-3-yl) -2-methylpropane-2-sulfinamide and N- (3- (2-fluoro-3- (trifluoromethyl) phenyl) oxetan-3-yl) -2-methylpropane-2-sulfinamide[0359][0360]Toa solution of 4-bromo-2-fluoro-1- (trifluoromethyl) benzene (0.416 g, 1.7 mmol) in THF (3 mL) was added dropwise n-BuLi (2.5 M in hexane, 0.64 mL, 1.6 mmol) at -78 . The reaction solution was stirred for 1 hat -78 . To the reaction solution was added dropwise a solution of 2-methyl-N- (oxetan-3-ylidene) propane-2-sulfinamide (0.200 g, 1.1 mmol) in THF (7 mL) at -78 . The reaction solution was warmed slowly to room temperature and stirred for 16 h. The reaction solution was quenched with sat? d. aqueous NH4Cl (10 mL) . The mixture was extracted with EtOAc (3 x 30 mL) . The combined organic fractions was washed with brine (2 x 10 mL) , dried with anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure. The residue was purified by column chromatography over silica gel, usinggradient 0-70of ethyl acetatein petroleum ether as eluent. One isomer of the title compound N- (3- (3-fluoro-4- (trifluoromethyl) phenyl) oxetan-3-yl) -2-methylpropane-2-sulfinamide was obtained as a liquid.1HNMR (400 MHz, CDCl3) delta: 7.70-7.66 (m, 1H) , 7.37 (d, J 8.4 Hz, 1H) , 7.31 (d, J 11.2 Hz, 1H) , 5.10 (s, 2H) , 5.03 (d, J 7.2 Hz, 1H) , 4.87 (d, J 6.8 Hz, 1H) , 1.25 (s, 9H) . Another isomer of the title compound N- (3- (2-fluoro-3- (trifluoromethyl) phenyl) oxetan-3-yl) -2-methylpropane-2-sulfinamide was obtained as a liquid.1HNMR (400 MHz, CDCl3) delta: 7.54-7.49 (m, 3H) , 5.25-5.22 (m, 2H) , 4.88 (d, J 7.2 Hz, 1H) , 4.30 (d, J 6.8 Hz, 1H) , 1.25 (s, 9H) .
The synthetic route of 142808-15-9 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; MERCK SHARP & DOHME CORP.; MORRIELLO, Gregori J.; CHANG, Lehua; FOSTER, Ashley; CHEN, Yili; DWYER, Michael; GUO, Zack Zhiqiang; WANG, Ming; XU, Shimin; BO, Yingjian; FU, Jianmin; (250 pag.)WO2017/277; (2017); A1;,
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