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Hydrazine → 3-((tert-butyldimethylsilyloxy)methyl)-2-(1H-pyrazol-5-yl)pyridine

HRID 1471755
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HRID 1471755 반응식
[Si:1]([O:8][CH2:9][C:10]1[C:11]([C:16](=O)/[CH:17]=[CH:18]/[N:19](C)C)=[N:12][CH:13]=[CH:14][CH:15]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[NH2:23]N>CCO>[Si:1]([O:8][CH2:9][C:10]1[C:11]([C:16]2[NH:23][N:19]=[CH:18][CH:17]=2)=[N:12][CH:13]=[CH:14][CH:15]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]
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참가 물질

4

반응물 2

HCID 9321HydrazineHCID 86690729(E)-1-(3-((tert-butyldimethylsilyloxy)methyl)pyridin-2-yl)-3-(dimethylamino)prop-2-en-1-one

생성물 1

HCID 866907933-((tert-butyldimethylsilyloxy)methyl)-2-(1H-pyrazol-5-yl)pyridine수율 90%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
80 °C

실험 절차

To (E)-1-(3-((tert-butyldimethylsilyloxy)methyl)pyridin-2-yl)-3-(dimethylamino)prop-2-en-1-one (crude, 350 mg, 1.09 mmol, 1 eq.) in EtOH (5 mL) was added hydrazine (140 mg, 4.36 mmol, 4 eq.). The mixture was heated at 80° C. for 2 h, cooled, concentrated, and purified on silica gel using EtOAc as eluent to give 3-((tert-butyldimethylsilyloxy)methyl)-2-(1H-pyrazol-5-yl)pyridine (282 mg, 90%) as a white solid. LRMS (M+H+) m/z 290.1

후처리

  1. temperaturecooled
  2. concentrationconcentrated
  3. custompurified on silica gel

출처 및 근거

ORD 기록
ord-074338ee60724567bbd662765a861443
출처 데이터셋
uspto-grants-2015_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09012450B2

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