Diisopropylcarbodiimide → HCID 136337187, compound

Participants

Reaction Steps

Ethyl isothiocyanatoformate (0.60 mL, 5.1 mmol) was added to a suspension of (4-amino-phenyl)-pyrrolidin-1-yl-methanone (0.873 g, 4.59 mmol) in DCM (15 mL) and the reaction mixture was stirred at room temperature for 1 h. DIC (1.01 mL, 5.05 mmol) was then added, followed by ethyl pyrazole-4-carboxylate (0.707 g, 5.05 mmol). Stirring was continued for 18 h, at which point the reaction mixture was concentrated. Diethyl ether (25 mL) was added to the residue and the resulting suspension was cooled to 0° C. and filtered. The filtrate was concentrated and the residue was purified by FCC (2-100% EtOAc/hexanes) to yield the titled compound (1.502 g, 77% yield). MS (ESI/Cl): mass calcd. for C21H25N5O5, 427.2; m/z found, 428.2 [M+H]+.

Provenance & Evidence