Sodium hydride → HCID 69671113, compound

Participants

Reaction Steps

To a solution of 5-chloro-2-isopropylindole (136 mg) in N,N-dimethylformamide (2 mL) was added sodium hydride (dispersed in liquid paraffin, minimum 55%, 32 mg) under cooling with ice, and the mixture was stirred for 30 minutes. Then ethyl 5-(chloromethyl)furan-2-carboxylate (0.107 mL) was added, and the mixture was stirred at 60° C. for 20 hours. A saturated aqueous ammonium chloride solution was added to the reaction mixture and this resulting mixture was extracted with ethyl acetate. The aqueous layer was extracted with ethyl acetate. The combined organic layers were washed with saturated saline, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluting solvent: ethyl acetate-hexane) to obtain the title compound (133 mg).

Provenance & Evidence