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1-(3-Aminopropyl)-4-methylpiperazine → 6-[6-[3-(4-Methyl-piperazin-1yl)-propylamino]-pyrimidin-4-yloxy]-naphtalene-1-carboxylic acid [5-tert-butyl-2-(4-fluoro-Phenyl)-2H-pyrazol-3-yl]-amide

HRID 1094523
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HRID 1094523 반응식
[C:1]([C:5]1[CH:6]=[C:7]([NH:17][C:18]([C:20]2[C:29]3[C:24](=[CH:25][C:26]([O:30][C:31]4[CH:36]=[C:35](Cl)[N:34]=[CH:33][N:32]=4)=[CH:27][CH:28]=3)[CH:23]=[CH:22][CH:21]=2)=[O:19])[N:8]([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)[N:9]=1)([CH3:4])([CH3:3])[CH3:2].[NH2:38][CH2:39][CH2:40][CH2:41][N:42]1[CH2:47][CH2:46][N:45]([CH3:48])[CH2:44][CH2:43]1>CCO>[C:1]([C:5]1[CH:6]=[C:7]([NH:17][C:18]([C:20]2[C:29]3[C:24](=[CH:25][C:26]([O:30][C:31]4[CH:36]=[C:35]([NH:38][CH2:39][CH2:40][CH2:41][N:42]5[CH2:43][CH2:44][N:45]([CH3:48])[CH2:46][CH2:47]5)[N:34]=[CH:33][N:32]=4)=[CH:27][CH:28]=3)[CH:23]=[CH:22][CH:21]=2)=[O:19])[N:8]([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)[N:9]=1)([CH3:4])([CH3:3])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 783281-(3-Aminopropyl)-4-methylpiperazineHCID 866386206-(6-Chloro-pyrimidin-4-yloxy)-naphthalene-1-carboxylic acid [5-tert-butyl-2-(4-fluoro-phenyl)-2H-pyrazol-3-yl]-amide

생성물 1

HCID 236529296-[6-[3-(4-Methyl-piperazin-1yl)-propylamino]-pyrimidin-4-yloxy]-naphtalene-1-carboxylic acid [5-tert-butyl-2-(4-fluoro-Phenyl)-2H-pyrazol-3-yl]-amide

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

100 mg (0.19 mMol) 6-(6-Chloro-pyrimidin-4-yloxy)-naphthalene-1-carboxylic acid [5-tert-butyl-2-(4-fluoro-phenyl)-2H-pyrazol-3-yl]-amide (Step 20.1) and 73 μl (0.42 mMol) 1-(3-aminopropyl)-4-methylpiperazine are dissolved in 5 ml EtOH. The reaction mixture is stirred at reflux for 30 h. It is worked up by removal of all volatiles under reduced pressure. The remaining crude product is purified by flash chromatography (combi-flash: 14 g column, CH2Cl2/MeOH; gradient 0-20% MeOH) to give the title compound as a yellow solid: m.p.: 131-133° C.

후처리

  1. temperatureat reflux for 30 h
  2. customIt is worked up by removal of all volatiles under reduced pressure
  3. customThe remaining crude product is purified by flash chromatography (combi-flash: 14 g column, CH2Cl2/MeOH; gradient 0-20% MeOH)

출처 및 근거

ORD 기록
ord-6833600e9aef4a67bef0b16a2cda6ad4
출처 데이터셋
uspto-grants-2012_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08133886B2

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