Ethanol hydrochloride → 2-Cyclopropyl-7-[(3s)-3-(dimethylamino)pyrrolidin-1-yl]-6-formyl-5-methyl-1,3-benzoxazole-4-carbonitrile hydrochloride

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The above-obtained 2-cyclopropyl-7-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]-6-formyl-5-methyl-1,3-benzoxazole-4-carbonitrile (50 mg, 0.15 mmol) was dissolved in ethanol (0.5 ml) and diethyl ether (1 ml), then at room temperature, 1 mol hydrochloric acid/ethanol solution (162 μl, 0.16 mmol) was added. After stirring under nitrogen atmosphere at the same temperature for 3 hours, the solvent was evaporated away under reduced pressure. Diethyl ether was added to the residue, and this was concentrated under reduced pressure. This operation was repeated further twice.

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