Iodine → 3-Iodo-1H-indazole-4-carbonitrile

HRID 475120ノート

反応式

HRID 475120 の反応式
[NH:1]1[C:9]2[CH:8]=[CH:7][CH:6]=[C:5]([C:10]#[N:11])[C:4]=2[CH:3]=[N:2]1.[OH-].[K+].[I:14]I>CN(C=O)C>[I:14][C:3]1[C:4]2[C:5]([C:10]#[N:11])=[CH:6][CH:7]=[CH:8][C:9]=2[NH:1][N:2]=1

参加物

5

反応物 3

HCID 807IodineHCID 14797Potassium HydroxideHCID 247293471H-Indazole-4-carbonitrile

生成物 1

HCID 1785096383-Iodo-1H-indazole-4-carbonitrile収率 67.3%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 1H-indazole-4-carbonitrile (1.65 g, 11.1 mmol), KOH (1.86 g, 33.3 mmol), and I2 (5.6 g, 22.2 mmol) in DMF (30 mL) was stirred at RT overnight. The reaction mixture was filtered. The filtrate was diluted with water (100 mL) and extracted with EtOAc (200 mL). The organic layer was concentrated in vacuo to afford 3-iodo-1H-indazole-4-carbonitrile as white solid (2.01 g, 64.7%). MS (ESI): m/z=270 [M+1]+.

後処理

  1. filtrationThe reaction mixture was filtered
  2. additionThe filtrate was diluted with water (100 mL)
  3. extractionextracted with EtOAc (200 mL)
  4. concentrationThe organic layer was concentrated in vacuo

出典と根拠

ORDレコード
ord-46bc4deee3ea4fd38faa5626cb9e162c
出典データセット
uspto-grants-2014_01
特許番号
US08637537B2

反応ノート

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