Réaction #341970

Équation de réaction

Sodium triacetoxyl-borohydride

5-bromo-pyridine-3-amine

3-cyclopentyloxy-4-methoxy-benzaldehyde

HOAc

→

5-bromo-N-(3-(cyclopentyloxy)-4-methoxybenzyl)pyridin-3-amine

Rendement 93.0%

Solvants

DCE

—

1,2-dichloroethtane

Conditions de réaction

Traitement

1. 1
   workup.ADDITIONwas added
2. 2
   LavageThe organic phase was washed with water
3. 3
   Séchagedried over sodium sulfate
4. 4
   AutreThe solvent was removed by under reduced pressure

Mode opératoire

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.

Source