Diisopropylcarbodiimide → HCID 178451940, compound

Participants

Reaction Steps

To a solution of (S)-tert-butyl 2-(4-(4-(3-aminocyclobutyl)phenyl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylate (A9) (330 mg, 0.86 mmol) in dichloromethane (60 mL), N-Boc-L-Pro-OH (204 mg, 0.95 mmol), and DIC (0.2 mL) were added at rt. After stirring overnight, the reaction mixture was diluted with methylene chloride (50 mL), and washed with saturated aqueous NaHCO3, dried with Na2SO4. After removal of the solvent, the crude product was purified by silica gel column chromatography (n-hexane/ethyl acetate=2:1) to afford the product (S)-tert-butyl 2-(3-(4-(2-((S)-1-(tert-butoxycarbonyl)pyrrolidin-2-yl)-1H-imidazol-4-yl)phenyl)cyclobutylcarbamoyl)pyrrolidine-1-carboxylate (A10) (294 mg, 59% yield).

Provenance & Evidence