2-(4-tert-Butylphenyl)cyclopropanecarbohydrazide → 2-(4-tert-butylphenyl)-N-[(E)-1-isoquinolin-5-ylethylideneamino]cyclopropane-1-carboxamide

HRID 446769

反応式

HRID 446769 の反応式
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([CH:11]2[CH2:13][CH:12]2[C:14]([NH:16][NH2:17])=[O:15])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[CH:18]1[C:27]2[C:22](=[C:23]([C:28](=O)[CH3:29])[CH:24]=[CH:25][CH:26]=2)[CH:21]=[CH:20][N:19]=1>ClCCCl.O>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([CH:11]2[CH2:13][CH:12]2[C:14]([NH:16]/[N:17]=[C:28](/[C:23]2[CH:24]=[CH:25][CH:26]=[C:27]3[C:22]=2[CH:21]=[CH:20][N:19]=[CH:18]3)\[CH3:29])=[O:15])=[CH:7][CH:6]=1)([CH3:4])([CH3:2])[CH3:3]

参加物

5

反応物 2

HCID 5891992-(4-tert-Butylphenyl)cyclopropanecarbohydrazideHCID 204934691-(Isoquinolin-5-yl)ethan-1-one

生成物 1

HCID 461862572-(4-tert-butylphenyl)-N-[(E)-1-isoquinolin-5-ylethylideneamino]cyclopropane-1-carboxamide収率 45.2%

試薬・触媒・溶媒 2

HCID 111,2-Dichloroethane溶媒HCID 962Water溶媒

実験手順

A solution of 2-(4-tert-butylphenyl)cyclopropanecarbohydrazide (200 mg, 0.86 mmol) and 1-(isoquinolin-5-yl)ethanone (147 mg, 0.86 mmol) in 1,2-dichloroethane (10 mL) was stirred at room temperature for 2 h. The reaction mixture was then diluted with water (5 mL) and the organic layer was separated, washed brine, dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The crude material was purified via silica gel column chromatography to afford (E)-2-(4-tert-butylphenyl)-N′-(1-(isoquinolin-5-yl)ethylidene)cyclopropanecarbohydrazide (150 mg, 45%) as an off-white solid.

後処理

  1. customthe organic layer was separated
  2. washwashed brine
  3. dry with materialdried over anhydrous Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe crude material was purified via silica gel column chromatography

出典と根拠

ORDレコード
ord-293c0aa1fa3140b89398af1687bb6c1c
出典データセット
uspto-grants-2013_07
特許番号
US08481532B2

関連ノート

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