Cl.[CH3:2][C:3]1[S:7][C:6]([C:8](=[NH:10])[NH2:9])=[N:5][N:4]=1.[Br:11][C:12]1[CH:19]=[C:18]([F:20])[CH:17]=[CH:16][C:13]=1[CH:14]=O.O=[C:22]([CH3:29])[CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25]>>[Br:11][C:12]1[CH:19]=[C:18]([F:20])[CH:17]=[CH:16][C:13]=1[CH:14]1[C:23]([C:24]([O:26][CH2:27][CH3:28])=[O:25])=[C:22]([CH3:29])[NH:9][C:8]([C:6]2[S:7][C:3]([CH3:2])=[N:4][N:5]=2)=[N:10]15-methyl-1,3,4-thiadiazole-2-carboximidamide hydrochloride (1.8 g, 10 mmol) was reacted with 2-bromo-4-fluorobenzaldehyde (2.03 g, 10 mmol) and ethyl 3-oxobutanoate (1.56 g, 12 mmol) according to the procedure as described in Example 1, Step A to give the title compound as a yellow solid (1.0 g, 25%). The compound was characterized by the following spectroscopic data:
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