Hydrochloric Acid → HCID 57541885, compound

Participants

Reaction Steps

To a solution of N-hexyl-4-phenyl-1,3-thiazol-2-amine (390 mg) in N,N-dimethylformamide (1.0 mL) was added sodium hydride (60%, oil, 50 mg) at room temperature and the mixture was stirred at room temperature for 30 min. Methyl 3-(4-{[4-(chloromethyl)benzyl]oxy}phenyl)propanoate (318 mg) was added to the reaction mixture and the mixture was stirred at room temperature for 1 hr. The reaction mixture was poured into 1N aqueous hydrochloric acid, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was concentrated, and the residue was purified by silica gel column chromatography with ethyl acetate-hexane (gradient of 1:19 to 1:1 by volume ratio) to give the title compound (260 mg, yield 48%) as a pale-yellow oil.

Provenance & Evidence