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Triethylamine → 1-(4-Methoxycarbonylbenzenesulfonyl)-4-[4-methyl-2-(4-pyridyl)-5-thiazolecarbonyl]piperazine

HRID 278613
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HRID 278613 반응식
Cl.Cl.[CH3:3][C:4]1[N:5]=[C:6]([C:17]2[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=2)[S:7][C:8]=1[C:9]([N:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1)=[O:10].[CH2:23](N(CC)CC)C.Cl[S:31]([C:34]1[CH:42]=[CH:41][C:37]([C:38]([OH:40])=[O:39])=[CH:36][CH:35]=1)(=[O:33])=[O:32].[N+](=C)=[N-]>ClCCl.CCOCC>[CH3:23][O:40][C:38]([C:37]1[CH:41]=[CH:42][C:34]([S:31]([N:14]2[CH2:15][CH2:16][N:11]([C:9]([C:8]3[S:7][C:6]([C:17]4[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=4)=[N:5][C:4]=3[CH3:3])=[O:10])[CH2:12][CH2:13]2)(=[O:33])=[O:32])=[CH:35][CH:36]=1)=[O:39]
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참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 9550DiazomethaneHCID 823854-(Chlorosulfonyl)benzoic acidHCID 226280481-[4-Methyl-2-(4-pyridyl)-5-thiazolecarbonyl]piperazine dihydrochloride

생성물 1

HCID 226279751-(4-Methoxycarbonylbenzenesulfonyl)-4-[4-methyl-2-(4-pyridyl)-5-thiazolecarbonyl]piperazine수율 66.3%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매
HCID 6344Dichloromethane용매

실험 절차

To a solution of 1-[4-methyl-2-(4-pyridyl)-5-thiazolecarbonyl]piperazine dihydrochloride (180 mg) and triethylamine (253 mg) in dichloromethane (20 ml) was added 4-chlorosulfonylbenzoic acid (108 mg), and the mixture was stirred at room temperature for 1 hour. To the reaction solution was added a solution of diazomethane in ether until the solution remained yellow. The mixture was concentrated and the residue was purified with silica gel column chromatography (ethyl acetate) to give colorless crystals of the title compound (158 mg).

후처리

  1. concentrationThe mixture was concentrated
  2. customthe residue was purified with silica gel column chromatography (ethyl acetate)

출처 및 근거

ORD 기록
ord-68c6832d11944e1c8d070f124b91308b
출처 데이터셋
uspto-grants-2002_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06359134B1

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