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Hydrochloric Acid → HCID 178429089, 화합물

HRID 254831
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HRID 254831 반응식
[NH2-].[Na+].[CH3:3][C:4](=[O:9])[C:5]([CH3:8])([CH3:7])[CH3:6].[Cl:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]2[N:21]([C:22]3[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][C:23]=3[Cl:29])[N:20]=[C:19]([C:30](OCC)=[O:31])[C:18]=2[CH3:35])=[CH:13][CH:12]=1.Cl>C1COCC1>[Cl:10][C:11]1[CH:12]=[CH:13][C:14]([C:17]2[N:21]([C:22]3[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][C:23]=3[Cl:29])[N:20]=[C:19]([C:30](=[O:31])/[CH:3]=[C:4](\[OH:9])/[C:5]([CH3:8])([CH3:7])[CH3:6])[C:18]=2[CH3:35])=[CH:15][CH:16]=1
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참가 물질

6

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HCID 313Hydrochloric AcidHCID 6416PinacoloneHCID 24533Sodium amideHCID 10938462Ethyl 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxylate

생성물 1

HCID 178429089HCID 178429089, 화합물수율 37.2%

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매
2회

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온도
80 °C

실험 절차

To a solution of sodium amide (215 mg, 5.5 mmol) in THF (5 mL) was added pinacolone (1.0 M THF solution, 5 mL, 5.0 mmol). The reaction mixture was refluxed at 80° C. for 30 min and then ethyl 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxylate (4) (2.05 g, 5.0 mmol) in THF (15 mL) was added. The resulting solution was stirred and refluxed at 80° C. overnight. HCl aquous solution (11.0M, 50 mL) was added and extracted organic layer with ethyl acetate (50 mL twice). The combined organic phase was evaporated under vacuum. The crude residue was further purified by prep HPLC to provide 0.862 g (1.86 mmol, 37%) of the title compound.

후처리

  1. temperaturerefluxed at 80° C. overnight
  2. extractionextracted organic layer with ethyl acetate (50 mL twice)
  3. customThe combined organic phase was evaporated under vacuum
  4. customThe crude residue was further purified by prep HPLC

출처 및 근거

ORD 기록
ord-8ca88733c03b4795805f39eaa4d215a6
출처 데이터셋
uspto-grants-2011_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07875647B2

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