3-Chloro-2-fluorobenzoic acid → HCID 58097106, compound

Participants

Reaction Steps

To a solution of 230 mg of ethyl 4-((6-((1-tert-butyl-1H-pyrazol-5-yl)amino)pyridin-2-yl)methyl)piperidine-4-carboxylate in 10 ml of chloroform were added 156 mg of 3-chloro-2-fluorobenzoic acid, 137 mg of hydroxybenzotriazole hydrate and 229 mg of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride at room temperature, followed by stirring the reaction mixture at room temperature overnight. The reaction mixture was poured into saturated aqueous sodium bicarbonate solution, and extracted with ethyl acetate. The resulting ethyl acetate 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: chloroform to chloroform/methanol=20/1) to give the title compound as a pale yellow oil.

Provenance & Evidence