[CH3:1][O:2][C:3]1[CH:19]=[CH:18][CH:17]=[CH:16][C:4]=1[C:5]([NH:7][C:8]1[CH:12]=[CH:11][S:10][C:9]=1[C:13]([NH2:15])=[O:14])=O.[OH-].[Na+].CCO>O>[CH3:1][O:2][C:3]1[CH:19]=[CH:18][CH:17]=[CH:16][C:4]=1[C:5]1[NH:15][C:13](=[O:14])[C:9]2[S:10][CH:11]=[CH:12][C:8]=2[N:7]=1A mixture of 3-(2-methoxybenzamido)thiophene-2-carboxamide (1.4 g, 5.0 mmol), 6 N aqueous NaOH (8 mL), and EtOH (8 mL) was heated at 120° C. for 16 h. The reaction was cooled, diluted with water, and extracted with CH2Cl2. The combined extracts were washed with water, dried over Na2SO4, and concentrated under vacuum to give 2-(2-methoxyphenyl)thieno[3,2-d]pyrimidin-4(3H)-one (0.80 g, 62% yield). LC/MS: m/z 259.3 (M+H)+ at 2.32 min (10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA)).
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