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Cyclobutylamine → N-tert-Butyl-3-((4-(4-(3-cyclobutylureido)-2,5-difluorobenzoyl)piperazin-1-yl)methyl)-benzamide

HRID 1878349
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인쇄 미리보기

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HRID 1878349 반응식
[NH2:1][C:2]1[C:29]([F:30])=[CH:28][C:5]([C:6]([N:8]2[CH2:13][CH2:12][N:11]([CH2:14][C:15]3[CH:16]=[C:17]([CH:25]=[CH:26][CH:27]=3)[C:18]([NH:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:10][CH2:9]2)=[O:7])=[C:4]([F:31])[CH:3]=1.Cl[C:33](OC1C=CC([N+]([O-])=O)=CC=1)=[O:34].[CH:45]1([NH2:49])[CH2:48][CH2:47][CH2:46]1>ClCCl.O>[C:21]([NH:20][C:18](=[O:19])[C:17]1[CH:25]=[CH:26][CH:27]=[C:15]([CH2:14][N:11]2[CH2:10][CH2:9][N:8]([C:6](=[O:7])[C:5]3[CH:28]=[C:29]([F:30])[C:2]([NH:1][C:33]([NH:49][CH:45]4[CH2:48][CH2:47][CH2:46]4)=[O:34])=[CH:3][C:4]=3[F:31])[CH2:13][CH2:12]2)[CH:16]=1)([CH3:24])([CH3:23])[CH3:22]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 75645CyclobutylamineHCID 821294-Nitrophenyl chloroformateHCID 57917587HCID 57917587, 화합물

생성물 1

HCID 57917656N-tert-Butyl-3-((4-(4-(3-cyclobutylureido)-2,5-difluorobenzoyl)piperazin-1-yl)methyl)-benzamide수율 2.3%

시약·촉매·용매 2

HCID 962Water용매
HCID 6344
Dichloromethane
용매

실험 절차

3-((4-(4-Amino-2,5-difluorobenzoyl)piperazin-1-yl)methyl)-N-tert-butylbenzamide (1 g, 0.023 mol) and 4-nitrophenol chloroformate (0.4636 g, 0.0023 mol) were combined and stirred in dichloromethane for 1 hour at room temperature. Cyclobutylamine (0.8969 g, 0.0017 mol, 0.108 mL) was added and the reaction was stirred for 30 minutes. The reaction mixture was diluted with water and flushed through a hydrophobic frit. The organic phase was concentrated under vacuum and purified by acidic reverse phase HPLC to afford the title compound (21 mg).

후처리

  1. customflushed through a hydrophobic frit
  2. concentrationThe organic phase was concentrated under vacuum
  3. custompurified by acidic reverse phase HPLC

출처 및 근거

ORD 기록
ord-47f323ff7d404814a03c9ed506a6ca5c
출처 데이터셋
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08314091B2

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