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

HRID 446769

반응식

HRID 446769 반응식
[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]

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 111,2-Dichloroethane용매HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-293c0aa1fa3140b89398af1687bb6c1c
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08481532B2

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