[NH2:1][C:2]1[N:7]=[C:6]2[NH:8][N:9]=[C:10]([CH2:11][N:12]3[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[C:14]([O:22][C:23]4[CH:28]=[C:27]([Cl:29])[CH:26]=[C:25]([Cl:30])[CH:24]=4)[C:13]3=[O:31])[C:5]2=[CH:4][CH:3]=1.O1CCOCC1>CO.C(Cl)Cl.Cl>[Cl-:29].[Cl:29][C:27]1[CH:28]=[C:23]([CH:24]=[C:25]([Cl:30])[CH:26]=1)[O:22][C:14]1[C:13](=[O:31])[N:12]([CH2:11][C:10]2[C:5]3[C:6](=[N:7][C:2]([NH3+:1])=[CH:3][CH:4]=3)[NH:8][N:9]=2)[CH:17]=[CH:16][C:15]=1[C:18]([F:19])([F:20])[F:21]1-[(6-amino-1H-pyrazolo[3,4-b]pyridin-3-yl)methyl]-3-(3,5-dichlorophenoxy)-4-(trifluoromethyl)pyridin-2(1H)-one (0.495 g, 1.05 mmol) was dissolved in a mixture of 20% methanol in CH2Cl2 (25 mL) and 4M HCl in dioxane (0.077 g, 2.10 mmol) was added. After 15 minutes, the reaction mixture was concentrated under reduced pressure and placed under vacuum for 4 hours to afford the title compound as a solid. 1H NMR (DMSO-d6 with NH4OH) δ 7.93 (d, J=7.1 Hz, 1H), 7.58 (d, J=8.7 Hz, 1H), 7.13-7.11 (m, 1H), 7.06-7.04 (m, 2H), 6.59 (d, J=7.2 Hz, 1H), 6.37-6.34 (m, 2H), 6.31 (d, J=8.7 Hz, 1H), 5.34 (s, 2H). HRMS (M+1)=470.0392.
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