Water → HCID 69516582, compound

Participants

Reaction Conditions

Reaction Steps

Part A. 1-(4-Chlorocarbonyl-phenyl)-cyclopropanecarboxylic acid methyl ester (0.78 g, 3.28 mmol), pyrrolidin-3-yl-carbamic acid tert-butyl ester (0.60 g, 3.22 mmol) and DIEA (1.18 mL, 6.44 mmol) were stirred in CH2Cl2 (10 mL) at rt under N2 overnight. H2O was added. The mixture was extracted with EtOAc, washed with brine, dried over MgSO4, filtered, dried in vacuo. The residue was dissolved in MeOH (20 mL) and 1N NaOH (10 mL) was added. The reaction was heated at 50° C. for 2.5 h. The solvents were evaporated. The residue was extracted with Et2O, the H2O layer was acidified with citric acid, and extracted with Et2O (2×), washed with brine, dried over MgSO4, filtered, and concentrated to dryness to yield 1-[4-(3-tert-butoxycarbonylamino-pyrrolidine-1-carbonyl)-phenyl]-cyclopropanecarboxylic acid methyl ester (1.08 g, yield: 83.0%).

Provenance & Evidence