1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 58562579, compound

Participants

Reaction Steps

A solution of 2-(((benzyloxy)carbonyl)(6-(trifluoromethyl)quinolin-4-yl)amino)acetic acid (306 mg, 0.757 mmol, prepared in step F) and EDCI (217 mg, 1.13 mmol) in DCM (10 mL) was stirred until a clear solution resulted. This solution was added to a suspension of tert-butyl 3-aminoazetidine-1-carboxylate (156 mg, 0.908 mmol) and HOBt (116 mg, 0.757 mmol) in DCM (10 mL). The reaction mixture was stirred overnight at ambient temperature and poured onto saturated aqueous sodium bicarbonate, extracting with ethyl acetate. Concentration of the organic layer followed by purification of the residue by flash chromatography (silica gel, 0-20% MeOH/ethyl acetate) afforded the product.

Provenance & Evidence