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Cyclohexylamine → 2-(4-Methoxyphenyl)-5-methyl-2H-pyrazole-3-carboxylic acid cyclohexylamide

HRID 1013032
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HRID 1013032 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C:13]([C:14]([OH:16])=O)=[CH:12][C:11]([CH3:17])=[N:10]2)=[CH:5][CH:4]=1.[CH:18]1([NH2:24])[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1>C(Cl)Cl.CS(C)=O>[CH:18]1([NH:24][C:14]([C:13]2[N:9]([C:6]3[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=3)[N:10]=[C:11]([CH3:17])[CH:12]=2)=[O:16])[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1
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참가 물질

5

반응물 2

HCID 7965CyclohexylamineHCID 27695991-(4-Methoxyphenyl)-3-methyl-1H-pyrazole-5-carboxylic acid

생성물 1

HCID 582568022-(4-Methoxyphenyl)-5-methyl-2H-pyrazole-3-carboxylic acid cyclohexylamide수율 62%

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide촉매HCID 6344Dichloromethane용매3회

실험 절차

2-(4-Methoxyphenyl)-5-methyl-2H-pyrazole-3-carboxylic acid (752 mg, 3.24 mmol) was suspended in methylene chloride (25 mL) and DMSO (3 drops) was added. After the reaction was stirred at room temperature for 1 hour, it was concentrated in vacuo. The residue was diluted twice with methylene chloride (60 mL) and concentrated to dryness. The residue was diluted again with methylene chloride (45 mL), cyclohexylamine (650 μL, 5.68 mmol) was added, and the reaction was stirred at room temperature for 1 hour. The reaction was diluted further with methylene chloride, washed with NaOH (10%) and 1 N HCl, then dried over Na2SO4. Concentration gave 630 mg of the title compound, which was used in the next reaction without further purification. LC-MS (C18H23N3O2 calculated 313) m/z 314 (M+H).

후처리

  1. concentrationit was concentrated in vacuo
  2. additionThe residue was diluted twice with methylene chloride (60 mL)
  3. concentrationconcentrated to dryness
  4. additionwas added
  5. stirringthe reaction was stirred at room temperature for 1 hour
  6. washwashed with NaOH (10%) and 1 N HCl
  7. dry with materialdried over Na2SO4
  8. concentrationConcentration

출처 및 근거

ORD 기록
ord-e32db094124243d0ab1a75caaaf4d7c9
출처 데이터셋
uspto-grants-2011_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07981896B2

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