Phosphorus oxychloride → HCID 117871991, compound

Participants

Reaction Steps

Phosphorus oxychloride (74.0 mg, 0.045 mL, 483 μmol, Eq: 2.2) was added dropwise to a solution of 1-(tert-butoxycarbonyl)-3,3-dimethylindoline-2-carboxylic acid (64 mg, 220 μmol, Eq: 1.00) and 2,6-difluoroaniline (54.0 mg, 0.045 mL, 418 μmol, Eq: 1.9) in pyridine (1 mL) and the resulting dark yellow suspension stirred at rt overnight. The reaction mixture was diluted with water (10 mL) and extracted with EtOAc (2×10 mL). The combined organic layers were washed with water (10 mL), 0.1 M aqueous HCl (10 mL) and brine (5 mL) and concentrated in vacuo to give tert-butyl 2-(2,6-difluorophenylcarbamoyl)-3,3-dimethylindoline-1-carboxylate as a white solid (42 mg).

Provenance & Evidence