Water → HCID 18456030, compound

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Reaction Steps

4-methoxybenzyl chloride (0.16 mL, 1.2 mmol) was added to a mixture of 1-(3-(6-fluoropyridine-3-yl)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-yl)piperazine (369 mg, one mmol) obtained in Example 127 and potassium carbonate (138 mg, 1 mmol) in DMF (5 ml) and the mixture was stirred at room temperature for 3 hours. The resulting mixture was poured into water and extracted with ethyl acetate. The organic extract was washed three times using saturated aqueous sodium chloride, dried over anhydrous sodium sulfate, and the solvent was removed under reduced pressure. The residue was purified with silica gel column chromatography (hexane/ethyl acetate=4/1) to obtain 365 mg (yield 75%) of free salt of title compound. Thereafter, it was treated with 4N hydrogenchloride in ethyl acetate to obtain the title compound as a hydrochloride salt. mp. 218–221° C. (decomposition) (ethyl acetate-ethanol).

Provenance & Evidence