[CH3:1][N:2]1[C:11](=[O:12])[C:10]2[C:5](=[C:6]([C:13](O)=[O:14])[CH:7]=[CH:8][CH:9]=2)[N:4]=[C:3]1[C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([F:25])([F:24])[F:23])[CH:17]=1.S(Cl)([Cl:28])=O>>[CH3:1][N:2]1[C:11](=[O:12])[C:10]2[C:5](=[C:6]([C:13]([Cl:28])=[O:14])[CH:7]=[CH:8][CH:9]=2)[N:4]=[C:3]1[C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([F:25])([F:24])[F:23])[CH:17]=1A solution of thionyl chloride (10 mL) and 3-methyl-4-oxo-2-(3-(trifluoromethyl)phenyl)-3,4-dihydroquinazoline-8-carboxylic acid 33 (1.00 g, 2.87 mmol) was heated at reflux for 1 h. Upon cooling to room temperature, all volatiles were removed under vacuum, to give 34 (1.05 g, 100% yield) as a white solid.
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