1-(1-methylpiperidin-4-yl)-1H-pyrazol-4-amine → 1-{6-Chloro-4-[1-(1-methylpiperidin-4-yl)-1H-pyrazol-4-ylamino]-1,5-naphthyridin-3-yl}ethanone

Participants

Reaction Steps

Following general procedure I, 1-(4,6-dichloro-1,5-naphthyridin-3-yl)ethanone (250 mg, 1.0 mmol) was reacted with 1-(1-methylpiperidin-4-yl)-1H-pyrazol-4-amine (216 mg, 1.2 mmol) to afford the desired product (304 mg, 76%) as a light orange solid: 1H NMR (500 MHz, CDCl3) δ 8.99 (s, 1H), 8.12 (d, J=8.7 Hz, 1H), 7.56-7.48 (m, 2H), 7.42 (d, J=0.6 Hz, 1H), 4.18-4.11 (m, 1H), 3.00 (d, J=11.4 Hz, 2H), 2.67 (s, 3H), 2.34 (s, 3H), 2.26-2.02 (m, 6H); ESI MS m/z 385 [M+H]+

Provenance & Evidence