1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 86607545, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 2-(1,3,4,9-tetrahydro-2H-b-carbolin-2-yl)pyrimidine-5-carboxylic acid (400 mg) in DCM (10 mL) was added EDCI (390 mg, mmol) at 0° C. After stirring the reaction mixture at 0° C. for 15 min. NH2OTHP (160 mg, mmol) was added. After stirring overnight, the reaction was diluted with DCM (30 mL). The organic layer was washed with saturated sodium bicarbonate and water. The crude product obtained on removal of solvent was purified by column chromatography using EtOAc in hexanes (50%) to obtain N-(tetrahydro-2H-pyran-2-yloxy)-2-[1,3,4,9-tetrahydro-2H-b-carbolin-2-yl]pyrimidine-5-carboxamide (250 mg, 46.8% yield), m/e=394 (M+1).

Provenance & Evidence