反应详情

温度

85 °C

Diphenylphosphoryl azide (1.2 eq) was added to a mixture of 3-methyl 1-(3-nitropyridin-4-yl)piperidine-3-carboxylic acid (1 eq) and anhydrous tBuOH (0.3 M), followed shortly by Et3N (2 eq). The reaction flask was fitted with an air-cooled reflux condenser and bubble vent, then heated in an 85° C. oil bath for 3 days. The crude mixture was diluted with EtOAc, washed with brine, then dried over anhydrous MgSO4, filtered, and concentrated in vacuo. The crude residue was dissolved in CH2Cl2, loaded onto a SiO2 column, and purified by flash chromatography (10-20-40% EtOAc in hexanes) to give tert-butyl 3-methyl-1-(3-nitropyridin-4-yl)piperidin-3-ylcarbamate. LC/MS (m/z): 337.2 (MH+).

1. customThe reaction flask was fitted with an air-cooled
2. temperaturereflux condenser
3. custombubble vent
4. additionThe crude mixture was diluted with EtOAc
5. washwashed with brine
6. dry with materialdried over anhydrous MgSO4
7. filtrationfiltered
8. concentrationconcentrated in vacuo
9. dissolutionThe crude residue was dissolved in CH2Cl2
10. custompurified by flash chromatography (10-20-40% EtOAc in hexanes)