Chlorosuccinimide → 4-Chloro-1-difluoromethyl-1H-pyrazole-3-carboxylic acid methyl ester

HRID 403264노트

반응식

HRID 403264 반응식
[CH3:1][O:2][C:3]([C:5]1[CH:9]=[CH:8][N:7]([CH:10]([F:12])[F:11])[N:6]=1)=[O:4].[Cl:13]N1C(=O)CCC1=O>CN(C=O)C>[CH3:1][O:2][C:3]([C:5]1[C:9]([Cl:13])=[CH:8][N:7]([CH:10]([F:12])[F:11])[N:6]=1)=[O:4]

참가 물질

4

반응물 2

HCID 31398ChlorosuccinimideHCID 57497167Methyl 1-(difluoromethyl)-1H-pyrazole-3-carboxylate

생성물 1

HCID 574758834-Chloro-1-difluoromethyl-1H-pyrazole-3-carboxylic acid methyl ester수율 85.5%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
50 °C

실험 절차

A mixture of 1-difluoromethyl-1H-pyrazole-3-carboxylic acid methyl ester (535 mg, 3 mmole) and N-chloro-succinimide (1.22 g, 9.1 mmole) in DMF (5 ml) was heated at 50° C. overnight. The reaction mixture was cooled, partitioned between AcOEt and water, the organic layer was washed with water, dried, evaporated and the residue was purified by chromatography on silica gel using cyclohexane/AcOEt (3:1) to give the title compound (540 mg) as a white solid. MS: m/z=209.9 [M]+.

후처리

  1. temperatureThe reaction mixture was cooled
  2. custompartitioned between AcOEt and water
  3. washthe organic layer was washed with water
  4. customdried
  5. customevaporated
  6. customthe residue was purified by chromatography on silica gel

출처 및 근거

ORD 기록
ord-c98b58df862449de955ec0704e0bf7a5
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08748418B2

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