Electric Literature of 773134-11-5, These common heterocyclic compound, 773134-11-5, name is Methyl 4-bromo-2,6-difluorobenzoate, 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.
To a 25 mL round-bottom flask was added methyl4-bromo-2,6-difluorobenzoate104h (160 mg, 0.64 mmol, 1.2 equiv.), (1S,4S,5R)-5-[5-cydopropyl-3-(2,6-dichlorophenyl)L2-oxazol-4-yl]methoxy-2-azabicyclo[2.2.1]heptane 12dd (200 mg, 0.394 mmol, 1.0 equiv.),25 Pd(OAc)2 (60 mg, 0.27 mmoL 0.69 equiv.), Xantphos (150 mg, 0.26 mmol, 0.66 equiv.),Cs2C01 (340 mg, 1.04 mmol, 2.64 equiv.), and toluene (4 mL). The resulting mixture was stirred at 90C overnight. Upon cooling, the mixture v.·as diluted vvith 20 mL ofi-bO andextracted with ethyl acetate (20 mL x 2). The combined organic extracts vvere washed withVater (20 mL x 2), dried over anhydrous sodium sulfate and concentrated under vacuum. Theresidue was purified by silica gel colunm chromatography eluting with ethyl5 acetate/petroleum ether (1 :5) to give 4-[(lS,4S,5R)-5-[[5-cyclopropy-3-(2,6-dichlorophenyl)-1 ,2-oxazol-4-yl]methoxy ]-2-azabicyclo[2.2.1 ]heptan-2-yl]-2,6-difluorobenzoate l04c (26 mg, 12.31()) as a yellow oil.
The synthetic route of 773134-11-5 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; ARDELYX, INC.; CHAO, Jianhua; JAIN, Rakesh; HU, Lily; LEWIS, Jason Gustaf; BARIBAULT, Helene; CALDWELL, Jeremy; (582 pag.)WO2018/39386; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics