Dimethylamine → HCID 19898817, compound

Participants

Reaction Steps

A suspension of 3.0 g (0.011 mole) of 5,7-dimethyl-2-phenylpyrazolo[1,5-a]pyrimidine-3-acetic acid and 1.73 g (0.011 mole) of 1,1'-carbonyldiimidazole in 120 ml of anhydrous tetrahydrofuran was stirred for 4 hours at room temperature while a stream of nitrogen was bubbled through the mixture. The solution was treated with a solution of dimethylamine in tetrahydrofuran (11.2 ml; 0.033 mole; 2.95M) and the mixture was stirred at room temperature for 17 hours under nitrogen. The solvent was evaporated under reduced pressure, and the residue was dissolved in dichloromethane, extracted with aqueous 7% sodium bicarbonate, and with water, dried over magnesium sulfate and evaporated under reduced pressure (4.5 g). The residue was recrystallized from isopropanol to give 2.1 g (62%) of product, mp 171°-172° C.

Provenance & Evidence