Reaktion #341970
ord-c1053629fc4c4425bb2d19c3bb305c4c
Reaktionsgleichung
Sodium triacetoxyl-borohydride
5-bromo-pyridine-3-amine
3-cyclopentyloxy-4-methoxy-benzaldehyde
HOAc
→
5-bromo-N-(3-(cyclopentyloxy)-4-methoxybenzyl)pyridin-3-amine
Ausbeute 93.0%
Edukte
Reagenzien
Keine
Lösungsmittel
Reaktionsbedingungen
Detaillierte Bedingungen
See reaction.notes.procedure_details.
Aufarbeitung
- 1workup.ADDITIONwas added
- 2WaschenThe organic phase was washed with water
- 3Trocknendried over sodium sulfate
- 4SonstigeThe solvent was removed by under reduced pressure
Vorschrift
Sodium triacetoxyl-borohydride (245 mg, 1.16 mmol) was added to the solution of 5-bromo-pyridine-3-amine (100 mg, 0.57 mmol) and 3-cyclopentyloxy-4-methoxy-benzaldehyde (127 mg, 0.57 mmol) in 10 ml of 1,2-dichloroethtane (DCE), of HOAc (66 μL, 2 eq. 1.16 mmol) was added, the mixture was stirred overnight at room temperature, followed by addition of 15 ml of DCE. The organic phase was washed with water, and dried over sodium sulfate. The solvent was removed by under reduced pressure to give 200 mg of crude 5-bromo-N-(3-(cyclopentyloxy)-4-methoxybenzyl)pyridin-3-amine, which was used for the next step without further purification.