Sodium Iodide → HCID 66778169, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 2-[chloro(cyclohexyl)methyl]-3-methyl-1-benzothiophene (664 mg) synthesized in Example A10(2), methyl 5-aminopyridine-2-carboxylate (362 mg), sodium iodide (714 mg) and N,N-dimethylformamide (10 mL) was added sodium carbonate (505 mg), and the mixture was stirred at 80° C. overnight. Saturated aqueous ammonium chloride solution was added to quench the reaction, and the reaction mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (30-70% ethyl acetate/hexane) to give the title object compound (460 mg, 49%) as a pale-yellow solid.

Provenance & Evidence