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4-Methylmorpholine → N'2-acetyl-(2S)-1-[(4-fluorophenyl)sulfonyl]-2-piperidinecarbohydrazide

HRID 397664
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HRID 397664 반응식
O.ON1C2C=CC=CC=2N=N1.[C:12]([NH:15][NH2:16])(=[O:14])[CH3:13].CN1CCOCC1.CN(C)CCCN=C=NCC.[F:35][C:36]1[CH:41]=[CH:40][C:39]([S:42]([N:45]2[CH2:50][CH2:49][CH2:48][CH2:47][C@H:46]2[C:51](O)=[O:52])(=[O:44])=[O:43])=[CH:38][CH:37]=1>ClCCl>[C:12]([NH:15][NH:16][C:51]([C@@H:46]1[CH2:47][CH2:48][CH2:49][CH2:50][N:45]1[S:42]([C:39]1[CH:38]=[CH:37][C:36]([F:35])=[CH:41][CH:40]=1)(=[O:44])=[O:43])=[O:52])(=[O:14])[CH3:13]
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참가 물질

7

반응물 5

HCID 79724-MethylmorpholineHCID 14039AcetohydrazideHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 768662(2S)-1-[(4-fluorophenyl)sulfonyl]-2-piperidinecarboxylic acidHCID 27960291-Hydroxybenzotriazole hydrate

생성물 1

HCID 57053283N'2-acetyl-(2S)-1-[(4-fluorophenyl)sulfonyl]-2-piperidinecarbohydrazide
수율 99.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

1-Hydroxybenzotriazole hydrate (162 mg), acethydrazide (81 mg), N-methylmorpholine (275 μl) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (230 mg) were added to a stirred solution of (2S)-1-[(4-fluorophenyl)sulfonyl]-2-piperidinecarboxylic acid [see Preparation 38] (287 mg) in dichloromethane (3 ml). The reaction mixture was stirred for 3 hours after which time the mixture was partitioned between dichloromethane and water. The organic layer was separated, dried over magnesium sulphate and the solvent removed under reduced pressure to afford N′2-acetyl-(2S)-1-[(4-fluorophenyl)sulfonyl]-2-piperidinecarbohydrazide (340 mg) as a white solid.

후처리

  1. customwas partitioned between dichloromethane and water
  2. customThe organic layer was separated
  3. dry with materialdried over magnesium sulphate
  4. customthe solvent removed under reduced pressure

출처 및 근거

ORD 기록
ord-fccb8fef80894d168aa330d44a040911
출처 데이터셋
uspto-grants-2003_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06610707B1

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