3-Amino-4-picoline → 2-amino-N-(4-methylpyridin-3-yl)-5-(trifluoromethyl)pyrazolo[1,5-a]pyrimidine-3-carboxamide

Participants

Reaction Conditions

Reaction Steps

To a solution of benzotriazol-1-yl 2-amino-5-(trifluoromethyl)pyrazolo[1,5-a]pyrimidine-3-carboxylate 6a (150 mg, 0.4129 mmol) in NMP (1.666 mL) was added 4-methylpyridin-3-amine (44.65 mg, 0.4129 mmol) and the reaction mixture was stirred at 100° C. for 17 hours in a sealed tube. The solid precipitate was filtered and dried under vacuum to afford the desired Compound I-C-1 as a yellow powder (60.4 mg, 42%). LC-MS (M+H)+ 337.2; 1H NMR (500 MHz, DMSO-d6) δ 9.45 (s, 1H), 9.40 (s, 1H), 9.30 (dd, J=6.9, 0.6 Hz, 1H), 8.22 (d, J=4.7 Hz, 1H), 7.52 (d, J=6.9 Hz, 1H), 7.33 (d, J=4.8 Hz, 1H), 7.01 (s, 2H), 2.42 (s, 3H).

Provenance & Evidence