3-Chloro-2-fluorobenzoic acid → HCID 66890990, compound

Participants

Reaction Steps

To a solution of 29.8 mg of 6-methyl-2-(piperidin-4-ylmethyl)-N-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazol-3-yl)pyrimidin-4-amine in 2 ml of chloroform were added 39.1 mg of 3-chloro-2-fluorobenzoic acid, 0.093 ml of triethylamine, 29.5 mg of hydroxybenzotriazole hydrate and 43.8 mg of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride at room temperature, followed by stirring the reaction mixture at room temperature for 1.5 hours. The reaction mixture was poured into saturated aqueous sodium bicarbonate solution, and extracted with chloroform. The resulting chloroform layer was dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated in vacuo. The resulting residue was purified by a silica gel column chromatography (eluent: hexane/ethyl acetate=1/1 to ethyl acetate) to give the title compound.

Provenance & Evidence