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Triethylamine → N-(6-Methoxy-4-methyl-8-quinolinyl)-4-methyl-1-piperazinehexanamide

HRID 542831
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HRID 542831 반응식
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]([NH:9][C:10]1[CH:11]=[C:12]([O:21][CH3:22])[CH:13]=[C:14]2[C:19]=1[N:18]=[CH:17][CH:16]=[C:15]2[CH3:20])=[O:8].[CH3:23][N:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1.C(N(CC)CC)C>C1C=CC=CC=1>[CH3:22][O:21][C:12]1[CH:13]=[C:14]2[C:19](=[C:10]([NH:9][C:7](=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][N:27]3[CH2:28][CH2:29][N:24]([CH3:23])[CH2:25][CH2:26]3)[CH:11]=1)[N:18]=[CH:17][CH:16]=[C:15]2[CH3:20]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 531671-MethylpiperazineHCID 6120236-Bromo-N-(6-methoxy-4-methyl-8-quinolinyl)hexanamide

생성물 1

HCID 13077513N-(6-Methoxy-4-methyl-8-quinolinyl)-4-methyl-1-piperazinehexanamide수율 53.7%

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

A mixture of 5.5 g (0.015 mole) of 6-bromo-N-(6-methoxy-4-methyl-8-quinolinyl)hexanamide and 1.8 g (0.018 mole) of N-methylpiperazine in 70 ml of benzene was heated under reflux for 20 hr, treated with 2 ml of triethylamine, and heated for an additional 24 hr. The mixture was allowed to cool, filtered and the filtrate was washed with water, dried and concentrated to dryness in vacuo. The residue was recrystallized twice from n-hexane containing a little toluene and then dried in vacuo at 68° to afford 3.1 g (53%) of the title compound, mp 104°-107°.

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 20 hr
  3. temperatureheated for an additional 24 hr
  4. temperatureto cool
  5. filtrationfiltered
  6. washthe filtrate was washed with water
  7. customdried
  8. concentrationconcentrated to dryness in vacuo
  9. customThe residue was recrystallized twice from n-hexane containing a little toluene
  10. customdried in vacuo at 68°

출처 및 근거

ORD 기록
ord-15a34611a2e3437ba1064a2cab86f505
출처 데이터셋
uspto-grants-1987_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04659708

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