Dichloromethane → HCID 68540110, compound

Participants

Reaction Steps

Place 1-(5-tert-butyl-2-p-tolyl-2H-pyrazol-3-yl)-3-(5-methyl-6-piperazin-1-yl-pyridin-3-yl)-urea (300 mg, 0.670 mmol), N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (154 mg, 0.804 mmol), 2,6-difluorobenzoic acid (127 mg, 0.804 mmol), and 4-N,N-dimethylaminopyridine (15 mg, 0.134 mmol) in acetonitrile (10 mL). Heat the reaction to 60° C. for 18 hours. Cool reaction to room temperature and add CH2Cl2 and water. Separate organic layer and extract aqueous layer with CH2Cl2 (2×20 mL). Combine organic layers, dry over Mg2SO4, filter, and concentrate under reduced pressure. Subject residue to silica gel chromatography eluting with 10-70% EtOAc:hexane to yield the title compound. MS(ES+): m/z=588.3 [M+H].

Provenance & Evidence