反应详情

To a solution of Preparation 4 (R)-tert-butyl 3-((1-methyl-1H-pyrrolo[2,3-c]pyridin-7-yl)amino)piperidine-1-carboxylate (45.0 g, 136 mmol) and 4-bromobenzoyl chloride (31.3 g, 143 mmol) in dry THF (250 mL) was added 1 M lithium bis(trimethylsilyl)amide (163 mL, 163 mmol) dropwise at 0° C. The reaction mixture was warmed to room temperature and stirred for 15 h. The reaction was quenched with aqueous NH4Cl and extracted with EtOAc (3×500 mL). The combined organic layers were washed with brine, dried over Na2SO4, filtered, and the filtrate was concentrated in vacuo. The residue was purified by recrystallization (petroleum ether:EtOAc=2:1) to afford the title compound as an off-white solid (50 g, 72%).

1. customThe reaction was quenched with aqueous NH4Cl
2. extractionextracted with EtOAc (3×500 mL)
3. washThe combined organic layers were washed with brine
4. dry with materialdried over Na2SO4
5. filtrationfiltered
6. concentrationthe filtrate was concentrated in vacuo
7. customThe residue was purified by recrystallization (petroleum ether:EtOAc=2:1)