Sodium hydride → HCID 67265131, compound

Participants

Reaction Steps

Add 4-[4-(3,4-difluoro-phenyl)-1H-imidazol-2-yl]-piperidine-1-carboxylic acid tert-butyl ester (500 mg; 1.38 mmol) to a solution of NaH (110 mg; 2.76 mmol) in DMSO (50 mL) at 0° C., and stir for 1 h at RT. Add (N,N-dimethyl)ethyl chloride hydrochloride (238 mg; 1.65 mmol) to the resulting mixture and allow to stir at RT for 18 h. Monitor the reaction by thin layer chromatography (TLC). Quench the reaction mixture with ice water and extract with EA. Separate the organic layer, wash twice with brine (2×50 mL), dry over anhydrous Na2SO4 and evaporate under reduced pressure. Purify the residue by column chromatography on silica gel (60/120 mesh) using DCM:Methanol (98:2) as eluent to give 0.5 g (86%) of the title compound. LCMS=484(M+H).

Provenance & Evidence