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Triethylamine → (S)-N-(4-acetyl-2-methyl-1-piperazinyl)-4-fluorobenzamide

HRID 1596228
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HRID 1596228 반응식
[C:1]([N:4]1[CH2:9][CH2:8][N:7]([NH2:10])[CH2:6][C@@H:5]1C)(=[O:3])[CH3:2].[CH2:12](N(CC)CC)C.[F:19][C:20]1[CH:28]=[CH:27][C:23]([C:24](Cl)=[O:25])=[CH:22][CH:21]=1>ClCCl>[C:1]([N:4]1[CH2:9][CH2:8][N:7]([NH:10][C:24](=[O:25])[C:23]2[CH:27]=[CH:28][C:20]([F:19])=[CH:21][CH:22]=2)[C@@H:6]([CH3:12])[CH2:5]1)(=[O:3])[CH3:2]
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참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 678794-Fluorobenzoyl chlorideHCID 45086083(S)-1-acetyl-4-amino-2-methylpiperazine

생성물 1

HCID 53710546(S)-N-(4-acetyl-2-methyl-1-piperazinyl)-4-fluorobenzamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a stirred solution of (S)-1-acetyl-4-amino-2-methylpiperazine (320 mg) and triethylamine (0.57 ml) in dichloromethane (10 ml) was added 4-fluorobenzoyl chloride (0.27 ml) at 0° C. The mixture was stirred at ambient temperature for 3 hours, washed with water and brine. The organic layer was dried over magnesium sulfate, and concentrated. The residue was purified by column chromatography eluting with a mixture of methanol and chloroform (1:9) to give (S)-N-(4-acetyl-2-methyl-1-piperazinyl)-4-fluorobenzamide (50 mg).

후처리

  1. washwashed with water and brine
  2. dry with materialThe organic layer was dried over magnesium sulfate
  3. concentrationconcentrated
  4. customThe residue was purified by column chromatography
  5. washeluting with a mixture of methanol and chloroform (1:9)

출처 및 근거

ORD 기록
ord-547d275ffdf14c55b69ac328cd767cf5
출처 데이터셋
uspto-grants-2001_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06291464B1

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