N-bromobutanimide → Ethyl 4-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-6-bromo-3-(6-phenylpyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)-1-methylcyclohex-3-enecarboxylate

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Ethyl 4-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-3-(6-phenylpyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)-1-methylcyclohex-3-enecarboxylate (Int-18f, 152 mg, 0.212 mmol) was dissolved in acetonitrile (5 mL) and NBS (38 mg, 0.212 mmol) was added. The mixture was stirred at room temperature for 3 h and then concentrated. The residue was purified with a column (silica gel, 0-30% ethyl acetate in hexane) which gave ethyl 4-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-6-bromo-3-(6-phenylpyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)-1-methylcyclohex-3-enecarboxylate (Int-18g) (139 mg). HPLC-MS tR=3.04 min (UV254 nm); mass calculated for formula C39H54BrN5O4Si2 791.3, observed LCMS m/z 792.2 (M+H).

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