Diisopropylethylamine → N4-(5-cyclopropyl-1H-pyrazol-3-yl)-N2-(1H-indol-4-ylmethyl)-N2-(3-pyridylmethyl)pyrimidine-2,4-diamine

Participants

Reaction Conditions

Reaction Steps

A 5 mL microwave tube was charged with N-(1H-indol-4-ylmethyl)-1-(3-pyridyl)methanamine (200 mg, 0.843 mmol, 2 equiv.), 2-chloro-N-(5-cyclopropyl-1H-pyrazol-3-yl)pyrimidin-4-amine (100 mg, 0.424 mmol) and n-butanol (1.2 mL). DIPEA (5 equiv., 276.98 mg, 2.1216 mmol, 0.371 mL) was added, and the reaction mixture was heated to 140° C. for 17 h in an oil bath. The reaction was filtered and the solvent was evaporated in vacuo. The residue was purified by preparative HPLC to afford 5836 mg (32%) of N4-(5-cyclopropyl-1H-pyrazol-3-yl)-N2-(1H-indol-4-ylmethyl)-N2-(3-pyridylmethyl)pyrimidine-2,4-diamine (II-10) as a light brown solid.

Provenance & Evidence