3,4,5-Trimethoxybenzaldehyde → HCID 178488044, compound

Participants

Reaction Steps

To a clear light brown solution of 3,4,5-trimethoxybenzaldehyde (600 mg, 3.06 mmol) and 5-amino-1H-pyrazole-4-carbonitrile (331 mg, 3.06 mmol) in methanol (10 mL) in a 20 mL vial were added cyclopentyl isonitrile (294 mg, 342 μL, 3.06 mmol) and perchloric acid (61.4 mg, 54.9 μL, 0.612 mmol) at RT under nitrogen atmosphere. Then, the nitrogen line was disconnected and the resulting brown suspension was stirred for 15 h at RT. The off-white solids were collected by filtration and washed with methanol. After drying in the air, 375 mg (32%) of 3-(cyclopentylamino)-2-(3,4,5-trimethoxyphenyl)-1H-imidazo[1,2-b]pyrazole-7-carbonitrile was isolated as an off-white solid. LC/MS calcd. for C20H23N5O3 (m/e) 381.434, obsd. 382.0 (M+H, ES+).

Provenance & Evidence