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

HRID 2203195ノート

反応式

HRID 2203195 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
80 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-f56d179d4ab64601ab87fd59d5c0b195
出典データセット
uspto-grants-2016_06
特許番号
US09365570B2

反応ノート

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