[Cl:1][C:2]1[C:34]([O:35][C:36]([C:39]#[N:40])([CH3:38])[CH3:37])=[CH:33][CH:32]=[CH:31][C:3]=1[C:4]([NH:6][C:7]1[CH:12]=[C:11]([N:13]([C:15]2[N:20]=[C:19]3[S:21][C:22]([NH:24][C:25]([CH:27]4[CH2:29][CH2:28]4)=[O:26])=[N:23][C:18]3=[CH:17][CH:16]=2)[CH3:14])[CH:10]=[CH:9][C:8]=1[F:30])=[O:5].[C:41]1([S:47]([OH:50])(=[O:49])=[O:48])[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1.O1CCCC1.CCCCCCC>C(OCC)(=O)C>[C:41]1([S:47]([OH:50])(=[O:49])=[O:48])[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1.[Cl:1][C:2]1[C:34]([O:35][C:36]([C:39]#[N:40])([CH3:38])[CH3:37])=[CH:33][CH:32]=[CH:31][C:3]=1[C:4]([NH:6][C:7]1[CH:12]=[C:11]([N:13]([C:15]2[N:20]=[C:19]3[S:21][C:22]([NH:24][C:25]([CH:27]4[CH2:29][CH2:28]4)=[O:26])=[N:23][C:18]3=[CH:17][CH:16]=2)[CH3:14])[CH:10]=[CH:9][C:8]=1[F:30])=[O:5]2-Chloro-3-(1-cyano-1-methylethoxy)-N-{5-[(2-[(cyclopropylcarbonyl)amino][1,3]thiazolo[5,4-b]pyridin-5-yl}(methyl)amino]-2-fluorophenyl)benzamide (150 mg, 0.259 mmol) produced in Example C122(xi) was dissolved in ethyl acetate (4 mL), and benzenesulfonic acid (185 mg, 1.05 mmol) was added. Tetrahydrofuran was added while stirring the obtained mixture at 50° C. to give a yellow solution, and the solution was stirred at 50° C. for 15 min. The solution was concentrated under reduced pressure, and tetrahydrofuran (4 mL) was added to the obtained oily residue to give a solution. Heptane was added at 50° C. to give a saturated solution, and the solution was cooled to room temperature. The crystallized crystals were collected by filtration, and dried to give the title compound (152 mg, 80%) as colorless crystals.
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