Diisopropylamine → 1-(4-Diisopropylaminomethylbenzoyl)-4-(2-naphthalenesulfonyl)piperazine

HRID 278584ノート

反応式

HRID 278584 の反応式
Cl[CH2:2][C:3]1[CH:29]=[CH:28][C:6]([C:7]([N:9]2[CH2:14][CH2:13][N:12]([S:15]([C:18]3[CH:27]=[CH:26][C:25]4[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=4)[CH:19]=3)(=[O:17])=[O:16])[CH2:11][CH2:10]2)=[O:8])=[CH:5][CH:4]=1.C(=O)([O-])[O-].[K+].[K+].[CH:36]([NH:39][CH:40]([CH3:42])[CH3:41])([CH3:38])[CH3:37]>CN(C=O)C>[CH:36]([N:39]([CH2:2][C:3]1[CH:29]=[CH:28][C:6]([C:7]([N:9]2[CH2:14][CH2:13][N:12]([S:15]([C:18]3[CH:27]=[CH:26][C:25]4[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=4)[CH:19]=3)(=[O:17])=[O:16])[CH2:11][CH2:10]2)=[O:8])=[CH:5][CH:4]=1)[CH:40]([CH3:42])[CH3:41])([CH3:38])[CH3:37]

参加物

5

反応物 3

HCID 7912DiisopropylamineHCID 11430Potassium CarbonateHCID 110590461-(4-Chloromethylbenzoyl)-4-(2-naphthalenesulfonyl)piperazine

生成物 1

HCID 109511091-(4-Diisopropylaminomethylbenzoyl)-4-(2-naphthalenesulfonyl)piperazine

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A solution of 1-(4-chloromethylbenzoyl)-4-(2-naphthalenesulfonyl)piperazine (300 mg), potassium carbonate (200 mg) and diisopropylamine (4 ml) in DMF (6 ml) was stirred at 100° C. for 10 hours and concentrated. To the residue was added ethyl acetate, and the mixture was washed with water, and extracted with 1 N hydrochloric acid. The extract was made alkaline with sodium hydroxide solution and extracted with dichloromethane. The extract was dried and concentrated. The residue was purified with silica gel column chromatography (hexane:ethyl acetate=1:2) to give the title compound (70 mg).

後処理

  1. concentrationconcentrated
  2. additionTo the residue was added ethyl acetate
  3. washthe mixture was washed with water
  4. extractionextracted with 1 N hydrochloric acid
  5. extractionextracted with dichloromethane
  6. customThe extract was dried
  7. concentrationconcentrated
  8. customThe residue was purified with silica gel column chromatography (hexane:ethyl acetate=1:2)

出典と根拠

ORDレコード
ord-ea30e577eb3b4cd98b6b058a1effae5e
出典データセット
uspto-grants-2002_03
特許番号
US06359134B1

反応ノート

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