Sodium Iodide → HCID 131733489, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 388 in DMSO (5 mL) was added NaCN (92.0 mg, 1.88 mmol) and NaI (25.6 mg, 0.171 mmol) and the mixture heated at 85° C. overnight. After cooling to RT, the mixture was diluted with H2O (100 mL), stirred for 30 min and filtered to afford a tan solid. The solid was purified by SiO2 chromatography eluting with an EtOAc/hexane gradient (0 to 25% EtOAc) to afford 261 mg (47%) of (R)-tert-butyl 3-cyano-1-(4-(difluoromethoxy)phenyl)propylcarbamate (390) as a white solid.

Provenance & Evidence