Methylhydrazine → 3-(3,5-dimethoxyphenyl)-1-methyl-1H-pyrazol-5-amine

Participants

Reaction Steps

A solution of 3-(3,5-dimethoxyphenyl)-3-oxopropanenitrile (1.4 g, 6.82 mmol) and methyl hydrazine (0.54 ml, 10.23 mmol) in methanol (5 ml) was irradiated using a microwave at 160° C. for 0.25 h. The solution was evaporated under reduced pressure and the resulting crude product was purified by column chromatography (eluent 10% MeOH in CH2Cl2) to yield 1.3 g (82%) of the title compound. [1H-NMR (DMSO-d6, 360 MHz) δ 6.82 (d, 2H), 6.38 (t, 1H), 5.69 (2, 1H), 5.25 (s, 2H), 3.77 (s, 6H), 3.58 (s, 3H); UPLC-MS RtJ=0.69 min; [M+H]+=234.1]

Provenance & Evidence