N-bromobutanimide → HCID 89629894, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of N-(3-(7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)phenyl)methacrylamide (5.20 g, 12.7 mmol) in CH3CN (80 mL), was added NBS (2.40 g, 13.5 mmol) in several portions at 80° C. The resulting solution was stirred for 2 hours at 80° C. before being concentrated in vacuo. The reaction was then purified by chromatography using silica gel, eluting with 0-33% EtOAc/petroleum ether. The product was collected and concentrated in vacuo to afford N-(3-(5-bromo-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)phenyl)methacrylamide as a yellow solid. LRMS (ESI) calc'd for C22H28N4O2SiBr [M+H]+: 487, found 487.

Provenance & Evidence