Isopropyl iodide → ethyl 1-isopropyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylate

HRID 82186

반응식

HRID 82186 반응식
[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[N:8][NH:9][C:10]=1[C:11]([F:14])([F:13])[F:12])=[O:5])[CH3:2].C(=O)([O-])[O-].[Cs+].[Cs+].I[CH:22]([CH3:24])[CH3:23]>CN(C=O)C>[CH2:1]([O:3][C:4]([C:6]1[C:10]([C:11]([F:13])([F:14])[F:12])=[N:9][N:8]([CH:22]([CH3:24])[CH3:23])[CH:7]=1)=[O:5])[CH3:2]

참가 물질

5

반응물 3

HCID 6362Isopropyl iodideHCID 10796Cesium carbonateHCID 596095Ethyl 3-(Trifluoromethyl)pyrazole-4-carboxylate

생성물 1

HCID 57574507ethyl 1-isopropyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylate수율 65%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a suspension of 5-trifluoromethyl-1H-pyrazole-4-carboxylic acid ethyl ester (13 g, 62.5 mmol) and cesium carbonate (61.1 g, 187.5 mmol) in DMF (70 mL) was added 2-iodo-propane (6.86 mL, 68.75 mmol) and the resulting mixture allowed to stir at room temperature for 16 hours. The crude reaction mixture was poured onto water (100 mL) and extracted with EtOAc (100 mL×3). The combined organics were washed with water (50 mL×2), brine (50 mL), dried over sodium sulphate, filtered and concentrated under reduced pressure to afford the title compound as an off-white solid in 65% yield, 10.2 g.

후처리

  1. customThe crude reaction mixture
  2. additionwas poured onto water (100 mL)
  3. extractionextracted with EtOAc (100 mL×3)
  4. washThe combined organics were washed with water (50 mL×2), brine (50 mL)
  5. dry with materialdried over sodium sulphate
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-db3f9af732d44991838e63257ff6b3ca
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846698B2

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