1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 87460895, compound

Participants

Reaction Steps

To a solution of the acid 2-[9-(2-piperidin-1-ylethyl)-1,3,4,9-tetrahydro-2H-b-carbolin-2-yl]pyrimidine-5-carboxylic acid (200 mg, 0.49 mmol) in DCM (20 mL) was added EDCI (140 mg, 0.73 mmol), HOBT (99 mg, 0.73 mmol), DIEA (183 mg, 1.46 mmol) and NH2OTHP (57 mg, 0.48 mmol) under nitrogen atmosphere. The reaction mixture was stirred at room temperature for 16 hours. The reaction mixture was concentrated under reduced pressure and the residue obtained was purified by column chromatography using EtOAc in hexanes (50%) to obtain N-(tetrahydro-2H-pyran-2-yloxy)-2-[9-(2-piperidin-1-ylethyl)-1,3,4,9-tetrahydro-2H-b-carbolin-2-yl]pyrimidine-5-carboxamide (80 mg). 1H NMR (200 MHz, CDCl3) ppm: 8.75 (s, 2H), 7.50 (d, 1H, J=7.0 Hz), 7.30 (m, 1H), 7.16 (m, 2H), 5.13 (s, 2H), 5.04 (s, 1H), 4.24 (m, 4H), 4.00 (m, 1H), 2.91 (m, 2H), 2.70 (m, 2H), 2.49 (m, 4H), 1.85-1.45 (m, 11H); m/e=504 (M+1).

Provenance & Evidence