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

HRID 278584노트

반응식

HRID 278584 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-ea30e577eb3b4cd98b6b058a1effae5e
출처 데이터셋
uspto-grants-2002_03
특허 번호
US06359134B1

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