Water → HCID 90407166, compound

Participants

Reaction Steps

A solution of ethyl 3-(4-((3-bromo-1-(4-chlorophenyl)-1H-pyrrol-2-yl)methoxy)-2,3-difluorophenyl)propanoate (90 mg, 0.18 mmol, 1 eq), zinc cyanide (64 mg, 0.54 mmol, 3 eq), 1,1′-bis(diphenylphosphino)ferrocene (10 mg, 0.018 mmol, 0.1 eq), Pd2(dba)3 (16.5 mg, 0.018 mmol, 0.1 eq) in DMF (1.4 mL) under N2 was heated at 130° C. overnight in a vial. To the resulting mixture was added water, the aqueous was extracted with DCM, dried over MgSO4 and concentrated. The resulting residue was purified by flash chromatography (12 g column) eluting with 10 to 30% EtOAc/heptane to yield ethyl 3-(4-((1-(4-chlorophenyl)-3-cyano-1H-pyrrol-2-yl)methoxy)-2,3-difluorophenyl)propanoate.

Provenance & Evidence