Water → HCID 71549931, compound

Participants

Reaction Steps

154 mg (0.5 mmol) of 4-[2-(4-fluorophenyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyridin-3-yl]pyridin-2-amine and 193 mg (1.5 mmol, 3 eq) of Huenigs base are dissolved in 4 mL tetrahydrofuran. To this are added 156 mg of cyclopropanecarbonyl chloride (1.5 mmol, 3 eq) and the reaction mixture is stirred for 20 hrs at room temperature. Then the reaction mixture is treated with water and extracted with ethyl acetate. The organic phases are dried over Na2SO4 and the solvents are removed under vacuum. The crude material is purified by column chromatography on silica (eluent cyclohexane/ethyl acetate). 180 mg (75%) of N-(cyclopropylcarbonyl)-N-{4-[2-(4-fluorophenyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyridin-3-yl]pyridin-2-yl}cyclopropanecarboxamide are obtained as a colourless solid.

Provenance & Evidence