Reaktion #166903
ord-ae45ec47904a415e84e5f0e124e37394
Reaktionsgleichung
4-bromo-benzene-1,2-diamine
2-formyl-pyrrolidine-1-carboxylic acid tert-butyl ester
→
2-(6-bromo-1H-benzoimidazol-2-yl)-pyrrolidine-1-carboxylic acid tert-butyl ester
Ausbeute 55.5%
Reagenzien
Keine
Lösungsmittel
Reaktionsbedingungen
Temperatur
80°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.
Aufarbeitung
- 1EinengenMixture was concentrated
- 2Sonstigepurified by flash column chromatography (silica gel, 20 to 80% ethyl acetate/hexane)
Vorschrift
A mixture of 4-bromo-benzene-1,2-diamine (2.4 g) and 2-formyl-pyrrolidine-1-carboxylic acid tert-butyl ester (2.55 g) in ethanol (5 mL) was heated in microwave at 80° C. for 1 hour. Mixture was concentrated and purified by flash column chromatography (silica gel, 20 to 80% ethyl acetate/hexane) to give 2-(6-bromo-1H-benzoimidazol-2-yl)-pyrrolidine-1-carboxylic acid tert-butyl ester (2.6 g, yield 55%). LCMS-ESI−: calc'd for C16H20BrN3O2: 366.25. Found: 365.8 (M+H+).