Triethylamine → HCID 23589348, compound

Participants

Reaction Steps

To a solution of 2-hydroxy-4-methyl-pentanoic acid (2-benzyloxy-1-carbamoyl-ethyl)-amide (0.169 g, 0.55 mmol) in CH2Cl2 (5 mL) was added 4-morpholinecarbonyl chloride (0.082 g, 0.55 mmol), Et3N (0.15 mL, 1.1 mmol) and DMAP (0.034 g, 0.27 mmol). The resulting mixture was allowed to stir overnight (20 h) under argon at room temperature. When the reaction was complete the mixture was diluted with CH2Cl2 (10 mL), then washed with HCl (1.0 N, 10 mL), water and brine, dried over Na2SO4, and concentrated to give the desired product as an off-white oil in 0.20 g 86% yield of the crude product which was chromatographed (SiO2, 5% hexanes in EtOAc) to give desired product in (0.12 g, 52%). (e) Morpholine-4-carboxylic acid 1-[(benzyloxymethyl-cyano-methyl)-carbamoyl]-3-methyl-butyl Ester

Provenance & Evidence