反应详情

To a heterogeneous mixture of 4-(2-dimethylcarbamoyl-ethyl)-2-methyl-1H-pyrrole-3-carboxylic acid ethyl ester (1.01 g, 4 mmol) in THF (9 mL) was added dropwise 8 mL of borane-tetrahydrofuran complex (1M in THF). The mixture was refluxed overnight. Then 9.0 mL of MeOH was added slowly to the reaction and refluxing was continued for another 2 hr. The reaction mixture was cooled, quenched with 1N HCl and extracted with EtOAc. The aqueous layer was basified with aqueous KOH and extracted with EtOAc. The EtOAc extract was washed with brine, dried and concentrated to give 616 mg (65%) of 4-(3-dimethylaminopropyl)-2-methyl-1H-pyrrole-3-carboxylic acid ethyl ester as a faint orange oil.

1. temperatureThe mixture was refluxed overnight
2. temperaturerefluxing
3. temperatureThe reaction mixture was cooled
4. customquenched with 1N HCl
5. extractionextracted with EtOAc
6. extractionextracted with EtOAc
7. extractionThe EtOAc extract
8. washwas washed with brine
9. customdried
10. concentrationconcentrated