Hydrochloric Acid → 2-(4-Chloro-2-oxo-1,2-dihydropyridin-3-yl)-4-methyl-6-(1-methylpiperidin-4-yl)imidazo[4,5-f]isoindole-5,7(1H,6H)-dione

Participants

Reaction Conditions

Reaction Steps

A solution of 2-(4-chloro-2-methoxypyridin-3-yl)-4-methyl-6-(1-methylpiperidin-4-yl)imidazo[4,5-f]isoindole-5,7(1H,6H)-dione in a mixture of 1,4-dioxane and concentrated HCl was heated at 45-50° C. for 14 h. After the end of reaction was established by TLC, the reaction mixture was concentrated under vacuum to afford a crude product as a yellow solid, which was used for the next step without further purification. 1H NMR (500 MHz, DMSO-d6) δ 12.60 (s, 1H, NH), 9.90 (s, 1H, NH), 7.90 (s, 1H, ArH), 7.70 (d, J=7.0 Hz, 1H, ArH), 6.58 (d, J=7.5 Hz, 1H, ArH), 4.34-4.29 (m, 1H, CH), 3.53-3.50 (m, 2H, CH2), 3.20-3.13 (m, 2H, CH2), 2.87 (s, 3H, CH3), 2.76 (d, J=4.5 Hz, 3H, CH3), 2.66-2.59 (m, 2H, CH2), 1.96-1.93 (m, 2H, CH2); Mass (ESI, positive) m/z 426.1 [M+H]+.

Provenance & Evidence