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

HRID 1094522
ノート
印刷プレビュー

反応式

HRID 1094522 の反応式
[C:1]([C:5]1[CH:6]=[C:7]([NH2:17])[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].[Cl:18][C:19]1[N:24]=[CH:23][N:22]=[C:21]([O:25][C:26]2[CH:27]=[C:28]3[C:33](=[CH:34][CH:35]=2)[C:32]([C:36](Cl)=[O:37])=[CH:31][CH:30]=[CH:29]3)[CH:20]=1.N1C=CC=CC=1>C(Cl)Cl>[C:1]([C:5]1[CH:6]=[C:7]([NH:17][C:36]([C:32]2[C:33]3[C:28](=[CH:27][C:26]([O:25][C:21]4[CH:20]=[C:19]([Cl:18])[N:24]=[CH:23][N:22]=4)=[CH:35][CH:34]=3)[CH:29]=[CH:30][CH:31]=2)=[O:37])[N:8]([C:10]2[CH:11]=[CH:12][C:13]([F:16])=[CH:14][CH:15]=2)[N:9]=1)([CH3:4])([CH3:2])[CH3:3]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 1049PyridineHCID 20605733-tert-butyl-1-(4-fluorophenyl)-1H-pyrazol-5-amineHCID 574551736-(6-Chloropyrimidin-4-yloxy)naphthalene-1-carbonyl chloride

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane
溶媒

反応条件

温度
0 °C

実験手順

560 mg (2.4 mMol) 5-tert-butyl-2-(4-fluoro-phenyl)-2H-pyrazol-3-ylamine and 763 mg (2.4 mMol) 6-(6-chloropyrimidin-4-yloxy)-naphthalene-1-carbonyl chloride (see Step 19.3) are dissolved in 5 ml CH2Cl2 and cooled to 0° C. 193 μl (2.4 mMol) Pyridine are added dropwise and after complete addition the reaction is allowed to warm to rt. It is stirred for 2 h at ambient temperature. The reaction is concentrated under reduced pressure and the remaining crude product is purified by flash chromatography (combi-flash, 40 g column; CH2Cl2/MeOH; gradient 0-5% MeOH) to give the title compound as a yellow foam: MS: [M+1]+=517.

後処理

  1. additionafter complete addition the reaction
  2. temperatureto warm to rt
  3. concentrationThe reaction is concentrated under reduced pressure
  4. customthe remaining crude product is purified by flash chromatography (combi-flash, 40 g column; CH2Cl2/MeOH; gradient 0-5% MeOH)

出典と根拠

ORDレコード
ord-8c2d0500c61544dfaf9e7c63a89d99f1
出典データセット
uspto-grants-2012_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08133886B2

反応ノート

読み込み中…

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