Methyl iodide → 2-Methyl-2H-indazole-7-carbonitrile

HRID 2203195노트

반응식

HRID 2203195 반응식
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][C:8]=2[C:10]#[N:11])[CH:3]=[N:2]1.[C:12]([O-])([O-])=O.[Cs+].[Cs+].CI>C(#N)C>[CH3:12][N:2]1[CH:3]=[C:4]2[C:9]([C:8]([C:10]#[N:11])=[CH:7][CH:6]=[CH:5]2)=[N:1]1

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 10796Cesium carbonateHCID 250226851H-Indazole-7-carbonitrile

생성물 1

HCID 441192602-Methyl-2H-indazole-7-carbonitrile

시약·촉매·용매 1

HCID 6342Acetonitrile용매

반응 조건

온도
80 °C

실험 절차

To a solution of 1H-indazole-7-carbonitrile (1 equiv.) in acetonitrile, Cs2CO3 (1.3 equiv.) and MeI (3 equiv.) was added and reaction was heated at 80° C. for 1.5 h. On completion, it was cooled and quenched by addition of water. Extraction was carried out using ethyl acetate. Organic layer was dried over Na2SO4 and crude compound was column purified to afford the title compound. (Polar isomer confirmed as N-2-Methyl and non-polar isomer confirmed as N-1-Methyl by NOE experimentation).

후처리

  1. customreaction
  2. temperatureOn completion, it was cooled
  3. customquenched by addition of water
  4. extractionExtraction
  5. dry with materialOrganic layer was dried over Na2SO4 and crude compound
  6. custompurified

출처 및 근거

ORD 기록
ord-f56d179d4ab64601ab87fd59d5c0b195
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09365570B2

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