1-(4-BroMo-2-fluorophenyl)cyclopropane-1-carbonitrile synthesis
- Product Name:1-(4-BroMo-2-fluorophenyl)cyclopropane-1-carbonitrile
- CAS Number:749928-88-9
- Molecular formula:C10H7BrFN
- Molecular Weight:240.07
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Yield:749928-88-9 587 mg
Reaction Conditions:
with tetrabutylammomium bromide;potassium hydroxide in water;toluene at 100; for 1 h;
Steps:
98 Synthesis of A-123:
To a mixture of 2-(4-bromo-2-fluoro-phenyl)acetonitrile (1 g, 4.67 mmol), TBAB (60.25 mg, 0.19 mmol) and KOH (2.62 g, 46.72 mmol) in toluene (40 mL) and water (4 mL) was added 1,2-dibromoethane (1.76 g, 9.34 mmol) at 20 C, then the mixture was stirred at 100 C for 1 hour. After cooling to room temperature, the mixture was diluted with H20 (40 mL) and extracted with EtOAc (80 mL x 2). The combined organic phase was washed with brine (50 mL), dried over Na2S04, filtered and concentrated to give the crude product, which was purified by flash chromatography on silica gel (DCM in PE = 0 to 10%) to afford A-123 (587 mg, 2.34 mmol) as an a solid. 1H NMR (400MHz, CDC13) _ = 7.32 - 7.28 (m, 2H), 7.25 - 7.20 (m, 1H), 1.73 -1.69 (m, 2H), 1.40 -1.36 (m, 2H). LCMS R, = 0.81 min using Method B, MS ESI calcd. for Ci0H7BrFN [M+H]+ 240.0, not found.
References:
WO2018/98499,2018,A1 Location in patent:Page/Page column 203-204
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