Ammonia → 1-(5-Bromopyridin-3-yl)ethan-1-amine

Temperatur

0 °C

To a solution of 1-(5-bromo-pyridin-3-yl)-ethanone (400 mg, 2 mmol) in methanolic ammonia (10 mL) was added Ti(O-iPr)4 (1.14 g, 4 mmol). The resulting reaction mixture was heated to reflux and stirred over night. After cooling at 0° C., NaBH4 was added into the mixture and it was allowed to warm up to room temperature and stirred for 3 hours. Water was added and the reaction mixture was extracted with EtOAc. The organic layer was washed with water and brine, dried over anhydrous Na2SO4, filtered and concentrated in vacuo. It was directly used in the next step without further purification.

1. customThe resulting reaction mixture
2. temperaturewas heated
3. temperatureto reflux
4. temperatureto warm up to room temperature
5. stirringstirred for 3 hours
6. extractionthe reaction mixture was extracted with EtOAc
7. washThe organic layer was washed with water and brine
8. dry with materialdried over anhydrous Na2SO4
9. filtrationfiltered
10. concentrationconcentrated in vacuo
11. customIt was directly used in the next step without further purification

ORD-Eintrag

ord-678fb690ab6a4e6eabe05ec5e524158d

Quelldatensatz

uspto-grants-2016_02

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09260408B2