Triethylamine → Cyclopropanamine, 2-(4-fluorophenyl)-, (1R,2S)- (9CI)

To a solution of the product from step h) (2.6 g) and triethylamine (2.7 ml) in acetone/water (10:1, 33 ml) at 0° C. was added ethyl chloroformate (2.0 ml) over 5 min. The solution was maintained at 0° C. for 0.5 h before addition of sodium azide (1.52 g) in water (6 ml). After a further hour, water (350 ml) was added and the reaction mixture extracted with toluene (3×100 ml). The organic extracts were combined and dried, then heated at reflux for 2 hours behind a blast screen. After cooling the solution, 6N HCl (50 ml) was added and the mixture heated at reflux for 3 hours. Water (150 ml) was added and the aqueous phase basified with 2N NaOH (aq), then extracted into dichloromethane (3×100 ml). The organic phase was dried and concentrated to give the subtitle compound as a colourless oil (1.31 g).

1. waitAfter a further hour
2. extractionthe reaction mixture extracted with toluene (3×100 ml)
3. customdried
4. temperatureheated
5. temperatureat reflux for 2 hours behind a blast screen
6. temperatureAfter cooling the solution, 6N HCl (50 ml)
7. additionwas added
8. temperaturethe mixture heated
9. temperatureat reflux for 3 hours
10. additionWater (150 ml) was added
11. extractionextracted into dichloromethane (3×100 ml)
12. customThe organic phase was dried
13. concentrationconcentrated

ORD 기록

ord-ed5cdc572f0841b7a7fadb6fbc33d4bf

출처 데이터셋

uspto-grants-2001_06

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US06251910B1