[CH3:1][S:2][C:3]1[N:4]=[N:5][C:6]([CH:9]([NH:11]C(=O)OC(C)(C)C)[CH3:10])=[CH:7][N:8]=1.[ClH:19]>CO.O1CCOCC1.C(OCC)(=O)C>[ClH:19].[CH3:1][S:2][C:3]1[N:4]=[N:5][C:6]([CH:9]([NH2:11])[CH3:10])=[CH:7][N:8]=1To a stirred solution of tert-butyl 1-[3-(methylthio)-1,2,4-triazin-6-yl]ethylcarbamate (Intermediate 3) (13.3 g, 49 mmol) in methanol (100 mL) was added 4N HCl in dioxane (50 mL). After stirring for 30 minutes the volatiles were removed under reduced pressure to provide a colorless oil. The oil was taken up in ethyl acetate, and the volatiles again removed under reduced pressure to give 1-[3-(methylthio)-1,2,4-triazin-6-yl]ethanamine hydrochloride (10.1 g) as a white solid. MS m/z 171 (M+1). A portion of the white solid (90 mg) was slurried in ethyl acetate and washed with saturated sodium bicarbonate solution causing the solid to dissolve. The volatiles were removed under reduced pressure to give 1-[3-(methylthio)-1,2,4-triazin-6-yl]ethanamine (68 mg) as a foam. MS m/z 171 (M+1).
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