Ammonia → Taribavirin Hydrochloride

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CO[C:3]([C:5]1[N:9]=[CH:8][N:7]([C@@H:10]2[O:16][C@H:15]([CH2:17][OH:18])[C@@H:13]([OH:14])[C@H:11]2[OH:12])[N:6]=1)=[NH:4].[Cl-:19].[NH4+:20].N>CO>[ClH:19].[C@@H:10]1([N:7]2[CH:8]=[N:9][C:5]([C:3]([NH2:4])=[NH:20])=[N:6]2)[O:16][C@H:15]([CH2:17][OH:18])[C@@H:13]([OH:14])[C@H:11]1[OH:12]

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실험 절차

The compound (4) residue was dissolved in a minimum amount of methanol (15 mL) and transferred to a pressure bottle. Ammonium chloride (0.61 g, 11.4 mmol) and a solution of methanol saturated at 0° with dry ammonia gas (75 mL) were added, the bottle sealed and the solution stirred at room temperature overnight. The solution was concentrated to dryness in vacuo and the resulting residue crystallized from acetonitrile-ethanol to yield compound (6) as a crystalline solid (2.95 g, 93%). This sample was identical in all respects to an authentic sample prepared as per the above referenced J. T. Witkowski, et al., J. Med. Chem., 1973, 16, 937.