[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([C:10]3[CH:11]=[CH:12][C:13]([NH:17][CH:18]4[CH2:23][CH2:22][O:21][CH2:20][CH2:19]4)=[C:14]([CH:16]=3)[NH2:15])=[N:7][C:6]=2[CH:24]=1.Cl.[C:26]([NH:29][CH2:30][C:31](=N)OCC)(=[O:28])[CH3:27].C(=O)([O-])[O-].[K+].[K+]>C(O)C>[C:26]([NH:29][CH2:30][C:31]1[N:17]([CH:18]2[CH2:19][CH2:20][O:21][CH2:22][CH2:23]2)[C:13]2[CH:12]=[CH:11][C:10]([C:8]3[O:9][C:5]4[CH:4]=[CH:3][C:2]([Cl:1])=[CH:24][C:6]=4[N:7]=3)=[CH:16][C:14]=2[N:15]=1)(=[O:28])[CH3:27]To a solution of 5-chloro-2-(2-(tetrahydropyran-4-yl)aminoanilin-5-yl)benzoxazole (see Working Example 100-2) (250 mg, 0.727 mmol) in ethanol (5 mL) was added ethyl 2-acetylaminoacetimidate hydrochloride (263 mg, 1.45 mmol), and this was heated to reflux for 2 hours. After the reaction was complete, aqueous potassium carbonate solution was added, this was filtered and washed with water. The crystals obtained were purified by silica gel column chromatography to yield the title compound (65.2 mg, 21% yield) as white crystals.
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