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3-(1-(2-Fluorophenyl)-2-nitroethyl)-6-methyl-5-(pyrimidin-5-yloxy)-1H-indole → 2-(2-Fluorophenyl)-2-(6-methyl-5-(pyrimidin-5-yloxy)-1H-indol-3-yl)ethanamine

HRID 2361252
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인쇄 미리보기

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HRID 2361252 반응식
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]([C:13]1[C:21]2[C:16](=[CH:17][C:18]([CH3:29])=[C:19]([O:22][C:23]3[CH:24]=[N:25][CH:26]=[N:27][CH:28]=3)[CH:20]=2)[NH:15][CH:14]=1)[CH2:9][N+:10]([O-])=O>CO.[Ni]>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]([C:13]1[C:21]2[C:16](=[CH:17][C:18]([CH3:29])=[C:19]([O:22][C:23]3[CH:24]=[N:25][CH:26]=[N:27][CH:28]=3)[CH:20]=2)[NH:15][CH:14]=1)[CH2:9][NH2:10]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 1

HCID 679947523-(1-(2-Fluorophenyl)-2-nitroethyl)-6-methyl-5-(pyrimidin-5-yloxy)-1H-indole

생성물 1

HCID 679946462-(2-Fluorophenyl)-2-(6-methyl-5-(pyrimidin-5-yloxy)-1H-indol-3-yl)ethanamine수율 92%

시약·촉매·용매 2

HCID 935Nickel촉매HCID 887Methanol용매

실험 절차

To a spatula of Raney-Ni in a hydrogenation flask was added 3-(1-(2-fluorophenyl)-2-nitroethyl)-6-methyl-5-(pyrimidin-5-yloxy)-1H-indole (0.284 g, 0.724 mmol) in methanol (12.06 mL). The reaction was hydrogenated at 53 psi. After 3 hr, the vessel was evacuated and flushed with nitrogen. The solution was filtered through a pad of CELITE® and rinsed with MeOH. The filtrate was concentrated in vacuo, dissolved in CH2Cl2, dried over Na2SO4, filtered and concentrated in vacuo to give the desired product (0.2405 g, 0.664 mmol, 92% yield).

후처리

  1. customthe vessel was evacuated
  2. customflushed with nitrogen
  3. filtrationThe solution was filtered through a pad of CELITE®
  4. washrinsed with MeOH
  5. concentrationThe filtrate was concentrated in vacuo
  6. dissolutiondissolved in CH2Cl2
  7. dry with materialdried over Na2SO4
  8. filtrationfiltered
  9. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-1977d72ca4a84360b5d66b665e72528a
출처 데이터셋
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08685969B2

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