[Cl:1][C:2]1[CH:3]=[C:4]([CH3:18])[C:5]2[O:9][C:8]([N:10]3[CH2:16][CH2:15][CH2:14][NH:13][CH2:12][CH2:11]3)=[N:7][C:6]=2[CH:17]=1.Cl.C(OCC)(=O)C>C(OCC)(=O)C>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]([CH3:18])[C:5]2[O:9][C:8]([N:10]3[CH2:16][CH2:15][CH2:14][NH:13][CH2:12][CH2:11]3)=[N:7][C:6]=2[CH:17]=15-Chloro-2-(1-homopiperazinyl)-7-methylbenzoxazole (12 g) was dissolved in ethyl acetate (200 mL), and the solution was added dropwise with 4 N hydrochloric acid/ethyl acetate (16.9 mL, Kokusan Kagaku Co., Ltd.) at room temperature with stirring. After the addition, the mixture was stirred for 30 minutes with ice cooling, and the produced colorless precipitates were collected by filtration. The precipitates were dried at 35 C.° under reduced pressure for 4 hours to obtain the title compound (14.5 g).
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