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Water → 6-(6-Chloro-pyrimidin-4-yloxy)-isoquinoline-1-carboxylic acid [5-tert-butyl-2-(4-methoxy-phenyl)-2H-pyrazol-3-yl]-amide

HRID 1094527
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HRID 1094527 반응식
[Cl:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]([O:8][C:9]2[CH:10]=[C:11]3[C:16](=[CH:17][CH:18]=2)[C:15]([C:19](Cl)=[O:20])=[N:14][CH:13]=[CH:12]3)[CH:3]=1.N1C=CC=CC=1.[C:28]([C:32]1[CH:33]=[C:34]([NH2:45])[N:35]([C:37]2[CH:42]=[CH:41][C:40]([O:43][CH3:44])=[CH:39][CH:38]=2)[N:36]=1)([CH3:31])([CH3:30])[CH3:29].O>C(Cl)Cl>[C:28]([C:32]1[CH:33]=[C:34]([NH:45][C:19]([C:15]2[C:16]3[C:11](=[CH:10][C:9]([O:8][C:4]4[CH:3]=[C:2]([Cl:1])[N:7]=[CH:6][N:5]=4)=[CH:18][CH:17]=3)[CH:12]=[CH:13][N:14]=2)=[O:20])[N:35]([C:37]2[CH:42]=[CH:41][C:40]([O:43][CH3:44])=[CH:39][CH:38]=2)[N:36]=1)([CH3:31])([CH3:29])[CH3:30]
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참가 물질

6

반응물 4

HCID 962WaterHCID 1049PyridineHCID 111393953-(tert-Butyl)-1-(4-methoxyphenyl)-1H-pyrazol-5-amineHCID 866386226-(6-Chloro-pyrimidin-4-yloxy)-isoquinoline-1-carbonyl chloride

생성물 1

HCID 866386216-(6-Chloro-pyrimidin-4-yloxy)-isoquinoline-1-carboxylic acid [5-tert-butyl-2-(4-methoxy-phenyl)-2H-pyrazol-3-yl]-amide

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

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온도
0 °C

실험 절차

454.6 mg (1.42 mMol) 6-(6-Chloropyrimidin-4-yloxy)-isoquinoline-1-carbonyl chloride is dissolved in 10 ml CH2Cl2 and cooled to 0° C. At this temperature 0.46 ml (5.9 mMol) pyridine are added followed by 418.0 mg (1.7 mMol) 5-tert-butyl-2-(4-methoxy-phenyl)-2H-pyrazol-3-ylamine (Step 19.1). The reaction mixture is then allowed to warm to rt and stirred at ambient temperature for 1 h. It is worked up by addition of H2O and CH2Cl2. The organic layer is separated washed with brine and dried. After evaporation of the solvents the crude product is purified by chromatography (combi-flash: 40 g column, hexanes/EtOAc, gradient 0-50% EtOAc) to give the title compound as a yellow solid: m.p.: 156° C.; MS.

후처리

  1. temperatureto warm to rt
  2. customThe organic layer is separated
  3. washwashed with brine
  4. customdried
  5. customAfter evaporation of the solvents the crude product
  6. customis purified by chromatography (combi-flash: 40 g column, hexanes/EtOAc, gradient 0-50% EtOAc)

출처 및 근거

ORD 기록
ord-b8ea4dd83ead4dfcb9277975ae7ea8bb
출처 데이터셋
uspto-grants-2012_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08133886B2

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