Hydrochloric Acid → 4-{[(R)-[2-fluoro-3-(2-hydroxyethoxy)-5-methoxyphenyl](5-oxo-1-pyrimidin-2-yl-4,5-dihydro-1H-[1,2,4]-triazol-3-yl)methyl]amino}benzamidine hydrochloride

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To a mixture of 4-{[(R)-[2-fluoro-3-(2-hydroxyethoxy)-5-methoxyphenyl](5-oxo-1-pyrimidin-2-yl-4,5-dihydro-1H-1,2,4-triazol-3-yl)methyl]amino}benzamidine (R)-methoxyphenylacetate (20 g, 30.2 mmol), methanol (200 mL), and ethanol (400 mL), 5 N hydrochloric acid (20 mL, 100 mmol) was added to dissolve the same. A seed crystal of the captioned compound was added to the reaction solution, and the resulting mixture was stirred overnight at room temperature. The precipitated solid was filtered and sequentially washed with a mixed solvent of ethanol and methanol (ethanol:methanol=2:1, 50 mL) and tert-butyl methyl ether (50 mL). The solid obtained was dried under air flow to obtain the captioned compound (14.52 g) as a white solid.

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