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Triethylamine → 3-Methyl-1-(2-naphthylsulphonyl)-4-[1-(4-pyridyl)piperidin-4-ylcarbonyl]piperazine

HRID 2288715
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HRID 2288715 반응식
[CH3:1][CH:2]1[NH:7][CH2:6][CH2:5][N:4]([S:8]([C:11]2[CH:20]=[CH:19][C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH:12]=2)(=[O:10])=[O:9])[CH2:3]1.C(N(CC)CC)C.[N:28]1[CH:33]=[CH:32][C:31]([N:34]2[CH2:39][CH2:38][CH:37]([C:40](Cl)=[O:41])[CH2:36][CH2:35]2)=[CH:30][CH:29]=1>C(Cl)Cl>[CH3:1][CH:2]1[N:7]([C:40]([CH:37]2[CH2:36][CH2:35][N:34]([C:31]3[CH:30]=[CH:29][N:28]=[CH:33][CH:32]=3)[CH2:39][CH2:38]2)=[O:41])[CH2:6][CH2:5][N:4]([S:8]([C:11]2[CH:20]=[CH:19][C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH:12]=2)(=[O:10])=[O:9])[CH2:3]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 111837001-(4-Pyridinyl)-4-piperidinecarbonyl chlorideHCID 227219393-Methyl-1-(2-naphthylsulphonyl)piperazine

생성물 1

HCID 219999783-Methyl-1-(2-naphthylsulphonyl)-4-[1-(4-pyridyl)piperidin-4-ylcarbonyl]piperazine수율 32%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

3-Methyl-1-(2-naphthylsulphonyl)piperazine (1.8 g) and triethylamine (3.18 ml) were added in turn to a stirred solution of 1-(4-pyridyl)piperidine-4-carbonyl chloride (1.54 g) in methylene chloride (20 ml) and the mixture was stirred at ambient temperature for 16 hours. The mixture was partitioned between ethyl acetate and water. The organic phase was washed with water, dried (MgSO4) and evaporated. The residue was purified by column chromatography using a 89:10:1 mixture of ethyl acetate; methanol and ammonia as eluent. The material so obtained was triturated under diethyl ether to give 3-methyl-1-(2-naphthylsulphonyl)-4-[1-(4-pyridyl)piperidin-4-yl-carbonyl]piperazine (32% yield);

후처리

  1. customThe mixture was partitioned between ethyl acetate and water
  2. washThe organic phase was washed with water
  3. dry with materialdried (MgSO4)
  4. customevaporated
  5. customThe residue was purified by column chromatography
  6. additiona 89:10:1 mixture of ethyl acetate
  7. customThe material so obtained
  8. customwas triturated under diethyl ether

출처 및 근거

ORD 기록
ord-b1258c1814704f8ea597b464eeb0079f
출처 데이터셋
uspto-grants-2000_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06090813

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