Chlorotrimethylsilane → N-(4-(4-(1H-indazol-6-ylamino)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)phenyl)-N-methylacetamide

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A mixture of 2-chloro-N-(1H-indazol-6-yl)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine (140 mg, 0.32 mmol), N-(4-aminophenyl)-N-methylacetamide (63 mg, 0.38 mmol) and trimethylsilyl chloride (TMSCl) (0.080 mL, 0.63 mmol) inn-butyl alcohol (4 mL) was heated at 116° C. overnight. More N-(4-aminophenyl)-N-methylacetamide (63 mg, 0.38 mmol) was then added. The mixture was then stirred at 116° C. for an additional 24 h. It was then purified by HPLC to give N-(4-(4-(1H-indazol-6-ylamino)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)phenyl)-N-methylacetamide as a solid (45 mg).

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