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

HRID 475120노트

반응식

HRID 475120 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 1785096383-Iodo-1H-indazole-4-carbonitrile수율 67.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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]+.

후처리

  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

출처 및 근거

ORD 기록
ord-46bc4deee3ea4fd38faa5626cb9e162c
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08637537B2

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