反应详情

To a solution of (R)-tert-butyl 3-(4-amino-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)pyrrolidine-1-carboxylate (2) (350 mg, 0.74 mmol) in DCM (10.0 mL) was added NCS (198 mg, 1.48 mmol). After the mixture was stirred at r.t. for 6 hr the reaction solution was partitioned between DCM (20.0 mL) and water (20.0 mL). The layers were separated and the organic phase was washed with brine, dried over Na2SO4 and concentrated under reduced pressure to obtain the crude product which was purified by column chromatographic (silica gel, 0-50% ethyl acetate in a mixture of petroleum ether and DCM (1:1)) to afford (R)-tert-butyl 3-(4-amino-6-chloro-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)pyrrolidine-1-carboxylate (6) (150 mg, 40% yield) as a yellow oil. LC-MS (ESI): m/z (M/M+2) 506.1/508.1.

1. customwas partitioned between DCM (20.0 mL) and water (20.0 mL)
2. customThe layers were separated
3. washthe organic phase was washed with brine
4. dry with materialdried over Na2SO4
5. concentrationconcentrated under reduced pressure
6. customto obtain the crude product which
7. customwas purified by column chromatographic (silica gel, 0-50% ethyl acetate
8. additionin a mixture of petroleum ether and DCM (1:1))