반응 #341970

ord-c1053629fc4c4425bb2d19c3bb305c4c

반응 방정식

CC(=O)O[BH-](OC(C)=O)OC(C)=O.[Na+]
Sodium triacetoxyl-borohydride
Nc1cncc(Br)c1
5-bromo-pyridine-3-amine
COc1ccc(C=O)cc1OC1CCCC1
3-cyclopentyloxy-4-methoxy-benzaldehyde
CC(=O)O
HOAc
COc1ccc(CNc2cncc(Br)c2)cc1OC1CCCC1
5-bromo-N-(3-(cyclopentyloxy)-4-methoxybenzyl)pyridin-3-amine
수율 93.0%

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    workup.ADDITIONwas added
  2. 2
    세척The organic phase was washed with water
  3. 3
    건조dried over sodium sulfate
  4. 4
    기타The solvent was removed by under reduced pressure

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07875622B2uspto-grants-2011_01