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Water → Tert-butyl 4-(7,7-dimethyl-6-oxo-6,7-dihydro-5H-pyrrolo[2,3-B]pyrazin-5-YL)piperidine-1-carboxylate

HRID 707279
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HRID 707279 반응식
Cl[C:2]1[C:3]([C:8]([CH3:26])([CH3:25])[C:9]([NH:11][CH:12]2[CH2:17][CH2:16][N:15]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:14][CH2:13]2)=[O:10])=[N:4][CH:5]=[CH:6][N:7]=1.C(=O)([O-])[O-].[Cs+].[Cs+].O>CS(C)=O>[CH3:25][C:8]1([CH3:26])[C:3]2[C:2](=[N:7][CH:6]=[CH:5][N:4]=2)[N:11]([CH:12]2[CH2:17][CH2:16][N:15]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:14][CH2:13]2)[C:9]1=[O:10]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 962WaterHCID 10796Cesium carbonateHCID 86694146Tert-butyl 4-(2-(3-chloropyrazin-2-YL)-2-methylpropanamido)piperidine-1-carboxylate

생성물 1

HCID 86694147Tert-butyl 4-(7,7-dimethyl-6-oxo-6,7-dihydro-5H-pyrrolo[2,3-B]pyrazin-5-YL)piperidine-1-carboxylate수율 85%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

A mixture of tert-butyl 4-(2-(3-chloropyrazin-2-yl)-2-methylpropanamido)piperidine-1-carboxylate (2.8 g, 7.31 mmol) and cesium carbonate (7.15 g, 21.94 mmol) in DMSO (25 mL) was stirred at RT overnight. H2O was added, extracted with EtOAc (3×). The extracts were dried over MgSO4, concentrated, purified by ISCO (30% EtOAc/Hexanes) to give the title compound (2.15 g, 85%). MS (M+1): 347.1

후처리

  1. extractionextracted with EtOAc (3×)
  2. dry with materialThe extracts were dried over MgSO4
  3. concentrationconcentrated
  4. custompurified by ISCO (30% EtOAc/Hexanes)

출처 및 근거

ORD 기록
ord-8fd4b22308994c319e72129f8ca77387
출처 데이터셋
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09174992B2

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