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2-Methyl-2-butene → 5-({2-[4-(2-tert-Butylphenyl)piperazin-1-yl]-2-oxoethyl}sulfanyl)-1,3-dimethyl-1H-pyrazole-4-carboxylic acid

HRID 534877
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인쇄 미리보기

반응식

HRID 534877 반응식
[C:1]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[N:11]1[CH2:16][CH2:15][N:14]([C:17](=[O:29])[CH2:18][S:19][C:20]2[N:24]([CH3:25])[N:23]=[C:22]([CH3:26])[C:21]=2[CH:27]=[O:28])[CH2:13][CH2:12]1)([CH3:4])([CH3:3])[CH3:2].P([O-])(O)(O)=[O:31].[Na+].CC(=CC)C.Cl([O-])=O.[Na+].S([O-])(O)=O.[Na+]>O.C(O)(C)(C)C.O1CCCC1>[C:1]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[N:11]1[CH2:12][CH2:13][N:14]([C:17](=[O:29])[CH2:18][S:19][C:20]2[N:24]([CH3:25])[N:23]=[C:22]([CH3:26])[C:21]=2[C:27]([OH:31])=[O:28])[CH2:15][CH2:16]1)([CH3:4])([CH3:2])[CH3:3]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

9

반응물 5

HCID 105532-Methyl-2-buteneHCID 23665763Sodium BisulfiteHCID 23668197Sodium ChloriteHCID 23672064Monosodium phosphateHCID 866633985-({2-[4-(2-tert-butylphenyl)piperazin-1-yl]-2-oxoethyl}sulfanyl)-1,3-dimethyl-1H-pyrazole-4-carbaldehyde

생성물 1

HCID 66792709
5-({2-[4-(2-tert-Butylphenyl)piperazin-1-yl]-2-oxoethyl}sulfanyl)-1,3-dimethyl-1H-pyrazole-4-carboxylic acid
수율 59%

시약·촉매·용매 3

HCID 962Water용매HCID 6386tert-Butanol용매HCID 8028Tetrahydrofuran용매

실험 절차

To a mixture of 5-({2-[4-(2-tert-butylphenyl)piperazin-1-yl]-2-oxoethyl}sulfanyl)-1,3-dimethyl-1H-pyrazole-4-carbaldehyde (900 mg), sodium dihydrogen phosphate (1.19 g), 2-methyl-2-butene (1.17 mL), tetrahydrofuran (10 mL), tert-butanol (3 mL), and water (1.5 mL) was added sodium chlorite (393 mg) at 0° C. and stirred at room temperature for 1 h. Aqueous sodium hydrogen sulfite was added to the reaction solution, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to provide the title compound (550 mg, 59%) as a colorless solid.

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe ethyl acetate layer was washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-c4cd66fef43c47e18b2e8f417acef297
출처 데이터셋
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08853215B2

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