Triethylamine → HCID 22340371, compound

Participants

Reaction Steps

The N-(4-bromophenyl)-6-(hydroxymethyl)-2-naphthamide (349 mg, 0.980 mmol) obtained in Reference Example 4 and triethylamine (0.164 ml, 1.18 mmol) were dissolved in N,N-dimethylformamide (5 ml), methanesulfonyl chloride (0.091 ml, 18 mmol) was added thereto under ice-cooling, and the mixture was stirred for 30 minutes. To the reaction solution were added dimethylamine hydrochloride (160 mg, 96 mmol) and potassium carbonate (406 mg, 2.94 mmol), and the mixture was stirred at 60° C. for 16 hours. To the reaction solution were added ethyl acetate and water, and the mixture was extracted with ethyl acetate. The extract was washed with an aqueous saturated sodium chloride solution, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. To the residue was added diisopropyl ether, followed by crystallization to obtain the titled compound (135 mg) as a white powder.

Provenance & Evidence