Dimethylformamide → 4-[(1-benzylpiperidin-3-yl)methyl]-N-(3,4-dichlorophenyl)-3-oxopiperazine-1-carboxamide

HRID 2371136노트

반응식

HRID 2371136 반응식
Cl.Cl.[CH2:3]([N:10]1[CH2:15][CH2:14][CH2:13][CH:12]([CH2:16][N:17]2[CH2:22][CH2:21][NH:20][CH2:19][C:18]2=[O:23])[CH2:11]1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.C(N(CC)C(C)C)(C)C.CN(C)C=O.[Cl:38][C:39]1[CH:40]=[C:41]([N:46]=[C:47]=[O:48])[CH:42]=[CH:43][C:44]=1[Cl:45]>ClCCl>[CH2:3]([N:10]1[CH2:15][CH2:14][CH2:13][CH:12]([CH2:16][N:17]2[CH2:22][CH2:21][N:20]([C:47]([NH:46][C:41]3[CH:42]=[CH:43][C:44]([Cl:45])=[C:39]([Cl:38])[CH:40]=3)=[O:48])[CH2:19][C:18]2=[O:23])[CH2:11]1)[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 76073,4-Dichlorophenyl isocyanateHCID 81531DiisopropylethylamineHCID 672206771-[(1-Benzylpiperidin-3-yl)methyl]piperazin-2-one dihydrochloride

생성물 1

HCID 116772464-[(1-benzylpiperidin-3-yl)methyl]-N-(3,4-dichlorophenyl)-3-oxopiperazine-1-carboxamide수율 84%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a mixture of 1-[(1-benzylpiperidin-3-yl)methyl]piperazin-2-one dihydrochloride (83 mg) in dichloromethane (10 mL) was added N,N-di-iso-propylethylamine (0.1 mL). After 1 minute dimethylformamide (1 mL) was added followed by 3,4-dichlorophenyl isocyanate (47 mg). The solution was stirred for 5 minutes and then partitioned between dichloromethane and water. The organic layer was separated, dried over sodium sulfate and evaporated. The residue was purified by silica column chromatography, eluting with a gradient of 0 to 10% MeOH in dichloromethane to give the title compound as a white solid (92 mg, 84%).

후처리

  1. custompartitioned between dichloromethane and water
  2. customThe organic layer was separated
  3. dry with materialdried over sodium sulfate
  4. customevaporated
  5. customThe residue was purified by silica column chromatography
  6. washeluting with a gradient of 0 to 10% MeOH in dichloromethane

출처 및 근거

ORD 기록
ord-cd7a7155a5284088bbd30d5501ae1dad
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08710224B2

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