Perchloric Acid → HCID 178492923, compound

Participants

Reaction Steps

To a clear light yellow solution of 5-amino-1H-pyrazole-4-carbonitrile (169 mg, 1.56 mmol) and 4-fluoro-2-methoxybenzaldehyde (240 mg, 1.56 mmol) in methanol (3 mL) was added cyclopentane isonitrile (150 mg, 174 μL, 1.56 mmol) followed by perchloric acid (31.3 mg, 28.0 μL, 0.312 mmol) at RT under nitrogen atmosphere. The resulting light brown suspension was stirred for 15 h and during this period (within 1 minute) lot of solids were formed. The solids were collected by filtration and washed with methanol. After air drying, 175 mg (33% yield) of 3-(cyclopentylamino)-2-(4-fluoro-2-methoxyphenyl)-1H-imidazo[1,2-b]pyrazole-7-carbonitrile was isolated as an off-white solid. LC/MS calcd. for C18H18FN5O (m/e) 339.37, obsd. 340.0 (M+H, ES+).

Provenance & Evidence