Imidazole → HCID 178433635, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-(4-chlorophenyl)-2,5-dihydro-7-(3-iodophenyl)-6-methylpyrazolo[4,3-c]pyridin-3-one (0.100 g, 0.217 mmol), imidazole (33.9 mg, 0.498 mmol), potassium carbonate (29.9 mg, 0.216 mmol), and copper bronze (1 mg) in 1-methyl-2-pyrrolidinone (0.6 ml) was heated at 140° C. under nitrogen for 90 h. Purification by flash chromatography (silica gel, 3-10% MeOH/CH2Cl2) gave 30.3 mg (35%) of the title compound. This was recrystallised from CH2Cl2-MeOH-EtOAc; 1H NMR (400 MHz, DMSO-d6) δ2.29 (3H, s), 7.16 (1H, br s), 7.42 (2H, d), 7.50 (1H, d, J 7.6 Hz), 7.65 (1H, t J 7.8 Hz), 7.73 (1H, d, J 8.1 Hz), 7.80 (1H, s), 7.85 (1H, br s), 8.11 (2H, d), 8.36 (1H, br s), 8.61 (1H, s), 12.53 (1H, br d, J 5.6 Hz); MS (ES+) m/z 402/404 [MH]+.

Provenance & Evidence