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Toluene → HCID 86597667, 화합물

HRID 547753
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HRID 547753 반응식
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([NH:8][CH3:9])=[C:4]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[Cl:16])[CH:3]=1.[Cl:17][C:18]1[CH:19]=[C:20]([C:25]([CH3:30])([CH3:29])[C:26](Cl)=[O:27])[CH:21]=[C:22]([Cl:24])[CH:23]=1.C1(C)C=CC=CC=1>C([O-])(O)=O.[Na+]>[Cl:1][C:2]1[N:7]=[CH:6][C:5]([N:8]([CH3:9])[C:26](=[O:27])[C:25]([C:20]2[CH:19]=[C:18]([Cl:17])[CH:23]=[C:22]([Cl:24])[CH:21]=2)([CH3:30])[CH3:29])=[C:4]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[Cl:16])[CH:3]=1
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참가 물질

5

반응물 3

HCID 1140TolueneHCID 115289412-(3,5-Dichloro-phenyl)-2-methyl-propionyl chlorideHCID 23502811[6-Chloro-4-(2-chloro-phenyl)-pyridin-3-yl]-methyl-amine

생성물 1

HCID 86597667HCID 86597667, 화합물수율 85.6%

시약·촉매·용매 1

HCID 516892Sodium Bicarbonate용매

실험 절차

To a solution of 1.20 g (4.74 mmol) [6-chloro-4-(2-chloro-phenyl)-pyridin-3-yl]-methyl-amine and 1.43 g (5.68 mmol) 2-(3,5-dichloro-phenyl)-2-methyl-propionyl chloride in 20 ml toluene 1.27 g (10.42 mmol) 4-dimethylaminopyridine was added and the resulting solution stirred at 120° for 48 h. After cooling to ambient temperature, the solution was poured into 100 ml 0.5 N NaHCO3-solution and extracted three times with 50 ml CH2Cl2. The combined organic layers were dried (Na2SO4), filtered and evaporated. The residue was purified by flash-chromatography (SiO2, hexanes/ethyl acetate 4:1) to give 1.90 g (85%) of the title compound as a white solid.

후처리

  1. extractionextracted three times with 50 ml CH2Cl2
  2. dry with materialThe combined organic layers were dried (Na2SO4)
  3. filtrationfiltered
  4. customevaporated
  5. customThe residue was purified by flash-chromatography (SiO2, hexanes/ethyl acetate 4:1)

출처 및 근거

ORD 기록
ord-6e3a443b86934e809fb36e907065e3fb
출처 데이터셋
uspto-grants-2011_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07939533B2

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