1H-1,2,4-Triazole → HCID 178508321, compound

Participants

Reaction Steps

To a stirred suspension of 2-amino-6-(4-fluorophenyl)-3H-pyrido[3,2-d]pyrimidin-4-one (2.56 g, 10 mmole) and N,N-diisopropylethylamine (3.5 mL, 20 mmol) in acetonitrile (75 mL) was added a suspension of 1,2,4-triazole (1.38 g, 20 mmol) and phosphorus oxychloride (1.8 mL, 20 mmol) in dry acetonitrile (75 mL), portion-wise. The reaction mixture was stirred at ambient temperature for 20 hours. Then to it was added N,N-diisopropylethylamine (3.5 mL, 20 mmol), followed by a suspension of 1,2,4-triazole (1.38 g, 20 mmol) and phosphorus oxychloride (1.8 mL, 20 mmol) in dry acetonitrile (50 mL). The reaction mixture was stirred for 3 days until all the starting material was consumed. The solid was collected by vacuum filtration, washed with small amounts of acetonitrile, dichloromethane and diethyl ether, and then dried under high vacuum for one day to afford 3.18 g of the title compound as a light yellow solid. which was characterized by its mass spectrum as follows: MS (m/z): 308.1 ([M+H]+, 100).

Provenance & Evidence