C([S:8][C:9]1[CH:18]=[C:17]2[C:12]([C:13]([C:19]3[CH:24]=[C:23]([F:25])[C:22]([CH:26]([F:28])[F:27])=[CH:21][C:20]=3[O:29][CH3:30])=[N:14][CH:15]=[N:16]2)=[CH:11][CH:10]=1)C1C=CC=CC=1.CC(O)=O.[OH2:35].[Cl:36]N1C(C)(C)C(=O)N(Cl)C1=O.[OH2:47]>C(Cl)Cl>[F:27][CH:26]([F:28])[C:22]1[C:23]([F:25])=[CH:24][C:19]([C:13]2[C:12]3[C:17](=[CH:18][C:9]([S:8]([Cl:36])(=[O:47])=[O:35])=[CH:10][CH:11]=3)[N:16]=[CH:15][N:14]=2)=[C:20]([O:29][CH3:30])[CH:21]=1A solution of 7-(benzylthio)-4-(4-(difluoromethyl)-5-fluoro-2-methoxyphenyl)quinazoline (0.966 g, 2.265 mmol) in 22 mL DCM and 0.44 mL (3:2 HOAc/water) solution was cooled to 0° C. and was treated with 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione (0.893 g, 4.53 mmol). After stirring for 15 minutes, LC/MS showed mostly product, so the reaction mixture was diluted with water. The layers were separated, and the organics were dried over MgSO4 and concentrated. Purification of the crude residue by silica gel column chromatography gave 4-(4-(difluoromethyl)-5-fluoro-2-methoxyphenyl)quinazoline-7-sulfonyl chloride (0.634 g, 1.574 mmol, 69.5% yield) as a white solid. (M+H)+=402.9.
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