反应详情

To a mixture of 4-Bromo-benzylamine (2.00 g), Boc-L-proline (2.01 g), and 4-methylmorpholine (3.26 mL) in DMF (40 mL) was added HATU (3.48 g). Reaction mixture was stirred for 45 minutes, then concentrated, diluted with dichloromethane and washed with 10:1 H2O/saturated sodium bicarbonate solution. The aqueous layer was back-extracted with dichloromethane and the combined organic layers were dried (MgSO4), concentrated and purified by flash column chromatography (silica gel, 50 to 100% ethyl acetate/hexanes) to give 2-(4-Bromo-benzylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (3.38 g): LCMS-ESI+: calc'd for C17H24BrN2NaO3: 405.29 (M+Na+). Found: 405.0 (M+Na+).

1. customReaction mixture
2. concentrationconcentrated
3. additiondiluted with dichloromethane
4. washwashed with 10:1 H2O/saturated sodium bicarbonate solution
5. extractionThe aqueous layer was back-extracted with dichloromethane
6. dry with materialthe combined organic layers were dried (MgSO4)
7. concentrationconcentrated
8. custompurified by flash column chromatography (silica gel, 50 to 100% ethyl acetate/hexanes)