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

HRID 403264ノート

反応式

HRID 403264 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
50 °C

実験手順

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]+.

後処理

  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

出典と根拠

ORDレコード
ord-c98b58df862449de955ec0704e0bf7a5
出典データセット
uspto-grants-2014_06
特許番号
US08748418B2

反応ノート

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