Dimethylformamide → 5-[[bis(pyridin-3-ylmethyl)amino]methyl]-4-[(3,4-difluorophenyl)hydrazinylidene]pyrazol-3-amine

Participants

Reaction Conditions

Reaction Steps

A 2 mL suspension of 5-aminomethyl-4-[(3,4-difluorophenyl)hydrazono]-4H-pyrazol-3-ylamine (100 mg, 0.397 mmole) and triethylamine (120 μL, 0.86 mmole) was heated to 66° C. To this orange solution was added dropwise a solution of 3-bromomethylpyridine (110 mg, 0.43 mmole) in 1 mL of DMF. The reaction was stirred at 76° C. overnight, and then mixed with saline and ethyl acetate. The crude material was purified by prepreparative TLC (CH2Cl2:CH3OH=10:1) to yield 20 mg of the title compound as a yellow powder. MS (m/z, ES+): 435 (M+1, 73%), 94 (100%).

Provenance & Evidence