反应详情

温度

50 °C

2-{(1S,2R)-2-[1-(5-chloropyrimidin-2-yl)piperidin-4-yl]cyclopropyl}ethyl 4-methylbenzenesulfonate (95 mg, 0.22 mmol) from Step 1 of Example 2 and tert-butyl (3-methyl-5-nitropyridin-2-yl)carbamate (55 mg, 0.22 mmol) were added in DMF (2.2 mL), then cesium carbonate (212 mg, 0.65=101) was added and the reaction was heated to 50° C. overnight. The reaction was cooled to room temperature, water (20 mL) was added and extracted with ethyl acetate (50 mL), second wash with brine (20 mL). The organic phase was dried by magnesium sulfate, filtered, concentrated and purified by column chromatography through a 25 gram Biotage SNAP KP-Sil™ silica gel cartridge eluting with 6.3% ethyl acetate/hexanes to give the title compound as a pale yellow sticky solid.

1. temperatureThe reaction was cooled to room temperature
2. extractionextracted with ethyl acetate (50 mL)
3. washsecond wash with brine (20 mL)
4. dry with materialThe organic phase was dried by magnesium sulfate
5. filtrationfiltered
6. concentrationconcentrated
7. custompurified by column chromatography through a 25 gram Biotage SNAP KP-Sil™ silica gel cartridge
8. washeluting with 6.3% ethyl acetate/hexanes