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

HRID 2371136ノート

反応式

HRID 2371136 の反応式
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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-cd7a7155a5284088bbd30d5501ae1dad
出典データセット
uspto-grants-2014_04
特許番号
US08710224B2

反応ノート

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