C([N:8]1[C:12]2=[N:13][C:14]([F:17])=[CH:15][CH:16]=[C:11]2[C:10]([CH2:18][Br:19])=[N:9]1)(OC(C)(C)C)=O>C(O)(C(F)(F)F)=O>[Br:19][CH2:18][C:10]1[C:11]2[C:12](=[N:13][C:14]([F:17])=[CH:15][CH:16]=2)[NH:8][N:9]=1A solution of 1-Boc-3-(bromomethyl)-6-fluoro-1H-pyrazolo[3,4-b]pyridine (2-1; 195 mg; 0.59 mmol) was stirred in TFA (1 mL) for approximately 30 minutes. The reaction was concentrated in vacuo to give 136 mg (99%) of the desired product as a yellow solid after pumping. The crude product was used as is in the next step.
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