4-Ethylbenzaldehyde → HCID 178435864, compound

Participants

Reaction Steps

To a clear colorless solution of 5-amino-1H-pyrazole-4-carbonitrile (161 mg, 1.49 mmol) in methanol (3 mL) were added 4-ethylbenzaldehyde (200 mg, 204 μL, 1.49 mmol) followed by cyclopentyl isonitrile (143 mg, 167 μL, 1.49 mmol) and perchloric acid (29.9 mg, 26.7 μL, 0.298 mmol) at RT under nitrogen atmosphere. The resulting brown solution was stirred for 15 h and during this period (within 5 min) lot of solids were formed. The solids were collected by filtration and washed with methanol. After air drying, 88 mg (18.5% yield) of 3-(cyclopentylamino)-2-(4-ethylphenyl)-1H-imidazo[1,2-b]pyrazole-7-carbonitrile was isolated as an off-white solid. LC/MS calcd. for C19H21N5 (m/e) 319.4, obsd. 320.1 (M+H, ES+).

Provenance & Evidence