Sodium borohydride → HCID 20740212, compound

Participants

Reaction Steps

To a solution of (S)-4-cyano-4-({(1R,2S)2-[(1-methyl-1H-indole-2-carbonyl)-amino]-cyclohexanecarbonyl}-amino)-butyric acid methyl ester (obtained from compound 3-8, 209 mg, 0.492 mmol), in 15 mL of MeOH and 15 mL of CH2Cl2, was added sodium borohydride (100 mg, 2.64 mmol). The reaction mixture was stirred at ambient temperature for 24 hours, concentrated, and purified by column chromatography (3:97, MeOH/CH2Cl2) to give 83 mg (43%) of 1-methyl-1H-indole-2-carboxylic acid [(1S,2R)-2-(1-cyano-4-hydroxy-butylcarbamoyl)-cyclohexyl]-amide as an amorphous solid. MS: 397 (M+H+).

Provenance & Evidence