反应详情

温度

-80 °C

Add dropwise n-BuLi (3.2 mL, 5.1 mmol) to an suspension of 2,5-dibromopyridine (1.0 g, 4.2 mmol) in dry toluene (50 mL) at −80° C. under nitrogen. Allow the mixture to stir at −80° C. for 2 h. Slowly add a solution of 3-(methoxy-methyl-carbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (1.4 g, 5.5 mmol) in dry toluene (10 mL). Allow the reaction mixture to stir for 1 h at −78° C., then warm to −10° C. Quench the mixture with saturated NH4Cl (1 mL) and warm to RT. Separate the organic layer and concentrate. Purify the crude material by flash chromatography, eluting with 10-20% ethylacetate/hexane to give 0.61 g (43%) of the title compound. LC-MS/ES m/z (79Br) 299 [M-tert-Bu+H]+.

1. stirringto stir for 1 h at −78° C.
2. temperaturewarm to −10° C
3. customQuench the mixture with saturated NH4Cl (1 mL)
4. temperaturewarm to RT
5. customSeparate the organic layer
6. concentrationconcentrate
7. customPurify the crude material by flash chromatography
8. washeluting with 10-20% ethylacetate/hexane