Ethyl 2,4-dioxovalerate → Ethyl-1-(3-Chloro-4-fluorophenyl)-5-methyl-1H-pyrazole-3-carboxylate

HRID 733147노트

반응식

HRID 733147 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][NH2:10])[CH:5]=[CH:6][C:7]=1[F:8].[CH2:11]([O:13][C:14](=[O:21])[C:15](=O)[CH2:16][C:17](=O)[CH3:18])[CH3:12]>C(O)C>[CH2:11]([O:13][C:14]([C:15]1[CH:16]=[C:17]([CH3:18])[N:9]([C:4]2[CH:5]=[CH:6][C:7]([F:8])=[C:2]([Cl:1])[CH:3]=2)[N:10]=1)=[O:21])[CH3:12]

참가 물질

4

반응물 2

HCID 69208Ethyl 2,4-dioxovalerateHCID 27365753-Chloro-4-fluorophenylhydrazine

생성물 1

HCID 57839538Ethyl-1-(3-Chloro-4-fluorophenyl)-5-methyl-1H-pyrazole-3-carboxylate수율 71%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of 3-chloro-4-fluorophenylhydrazine (2 g, 12.4 mmol) and ethyl-2,4-dioxovalerate (2.36 g, 14.9 mmol) in ethanol (40 ml) was refluxed for 16 hours, then cooled to room temperature and partitioned between EtOAc and water. The organic layer was washed with saturated bicarbonate, brine solution, dried over sodium sulfate, filtered, concentrated and purified by silica-gel column chromatography using 4% EtOAc in heaxanes to give the product (2.45 g, 71%) as a solid.

후처리

  1. custompartitioned between EtOAc and water
  2. washThe organic layer was washed with saturated bicarbonate, brine solution
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. custompurified by silica-gel column chromatography

출처 및 근거

ORD 기록
ord-2b86ba7b730848abba7b82a6d5aa248d
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07589116B2

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