Ethyl Acetate → (2R)-4-benzyl-1-(3,5-dichlorobenzoyl)-2-(1H-indol-3-yl-methyl)piperazine

HRID 1418559ノート

反応式

HRID 1418559 の反応式
[CH2:1]([N:8]1[CH2:13][CH2:12][NH:11][C@H:10]([CH2:14][C:15]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[NH:17][CH:16]=2)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[Cl:30][C:31]1[CH:32]=[C:33]([CH:37]=[C:38]([Cl:40])[CH:39]=1)[C:34](Cl)=[O:35].C(OCC)(=O)C>CN(C)C=O.O>[CH2:1]([N:8]1[CH2:13][CH2:12][N:11]([C:34](=[O:35])[C:33]2[CH:32]=[C:31]([Cl:30])[CH:39]=[C:38]([Cl:40])[CH:37]=2)[C@H:10]([CH2:14][C:15]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[NH:17][CH:16]=2)[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

7

反応物 4

HCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 761913,5-Dichlorobenzoyl chlorideHCID 53910379(3R)-1-benzyl-3-(1H-indol-3-yl-methyl)piperazine

生成物 1

HCID 54039029(2R)-4-benzyl-1-(3,5-dichlorobenzoyl)-2-(1H-indol-3-yl-methyl)piperazine

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

To an ice-cooled mixture of (3R)-1-benzyl-3-(1H-indol-3-yl-methyl)piperazine (305 mg) and potassium carbonate (207 mg) in dimethylformamide (1 ml) was added 3,5-dichlorobenzoyl chloride (210 mg). The mixture was stirred at room temperature for 1 hour. Ethyl acetate and water were added. The organic layer was washed successively with aqueous sodium bicarbonate solution and brine and dried over magnesium sulfate. After evaporation of the solvent, the residue was dissolved in ethyl ether. After insoluble material was removed by filtration, the filtrate was concentrated under reduced pressure and the residue was triturated with diisopropyl ether, collected by filtration and dried to give (2R)-4-benzyl-1-(3,5-dichlorobenzoyl)-2-(1H-indol-3-yl-methyl)piperazine.

後処理

  1. washThe organic layer was washed successively with aqueous sodium bicarbonate solution and brine
  2. dry with materialdried over magnesium sulfate
  3. customAfter evaporation of the solvent
  4. dissolutionthe residue was dissolved in ethyl ether
  5. customAfter insoluble material was removed by filtration
  6. concentrationthe filtrate was concentrated under reduced pressure
  7. customthe residue was triturated with diisopropyl ether
  8. filtrationcollected by filtration
  9. customdried

出典と根拠

ORDレコード
ord-845e6aa4de3e4919a5f8a69d3a3a8e1e
出典データセット
uspto-grants-1999_03
特許番号
US05883098

反応ノート

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