反应详情

To a solution of 2,3-dihydro-pyrrolo[3,2-c]pyridine-1-carboxylic acid tert-butyl ester (1.0 g, 4.2 mmol) in acetonitrile (20 mL) was added benzyl bromide and the mixture heated at reflux for 2.5 h. The reaction mixture was concentrated in vacuo and the resultant black oil was dissolved in MeOH (50 mL). To this solution was slowly added sodium borohydride (1.2 g, 32.0 mmol) over 10 min, then the mixture was heated at reflux for 2.5 h. After cooling to RT, the reaction mixture was concentrated in vacuo before EtOAc and an aqueous saturated solution of ammonium chloride were added. The reaction mixture was stirred at RT for 1 h. The organic layer was isolated, dried (Na2SO4) and concentrated in vacuo to give the title compound as a cream solid (0.78 g, 59%).

1. temperaturethe mixture heated
2. temperatureat reflux for 2.5 h
3. concentrationThe reaction mixture was concentrated in vacuo
4. dissolutionthe resultant black oil was dissolved in MeOH (50 mL)
5. customover 10 min
6. temperaturethe mixture was heated
7. temperatureat reflux for 2.5 h
8. concentrationthe reaction mixture was concentrated in vacuo before EtOAc
9. additionan aqueous saturated solution of ammonium chloride were added
10. customThe organic layer was isolated
11. dry with materialdried (Na2SO4)
12. concentrationconcentrated in vacuo