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2-(4-Bromophenoxy)-5-nitropyridine → 6-(4-bromophenoxy)pyridin-3-amine

HRID 1760361
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HRID 1760361 반응식
[Br:1][C:2]1[CH:17]=[CH:16][C:5]([O:6][C:7]2[CH:12]=[CH:11][C:10]([N+:13]([O-])=O)=[CH:9][N:8]=2)=[CH:4][CH:3]=1>O=[Pt]=O.CO>[Br:1][C:2]1[CH:17]=[CH:16][C:5]([O:6][C:7]2[N:8]=[CH:9][C:10]([NH2:13])=[CH:11][CH:12]=2)=[CH:4][CH:3]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 1

HCID 28001302-(4-Bromophenoxy)-5-nitropyridine

생성물 1

HCID 28001586-(4-bromophenoxy)pyridin-3-amine수율 99.7%

시약·촉매·용매 2

HCID 345198Adams' catalyst촉매HCID 887Methanol용매

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온도
23 °C

실험 절차

A mixture of 2-(4-bromo-phenoxy)-5-nitro-pyridine (6.0 g, 22.7 mmol), 200 mL of methanol and 50 mg of PtO2 was shaken under 50 psi of H2 for 1 hour at 23° C. The mixture was filtered through a pad of celite® and the filtrate was concentrated in vacuo, affording 6 g of 6-(4-bromo-phenoxy)-pyridin-3-ylamine. 1H NMR (CD3OD, 500 MHz): 7.65 (d, 1H, J=3.5 Hz), 7.48 (d, 2H, J=8.5 Hz), 7.25 (dd, 1H, J=3.5, 9.0 Hz), 6.91 (d, 2H, J=9.0 Hz), 6.80 (d, 1H, J=9.0 Hz) ppm. MS (APCl, m/z): 265 [M+H]+.

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후처리

  1. filtrationThe mixture was filtered through a pad of celite®
  2. concentrationthe filtrate was concentrated in vacuo

출처 및 근거

ORD 기록
ord-435fd8a32a834aedb0467ecbf5b4b852
출처 데이터셋
uspto-grants-2005_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06841671B2

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