2-Cyano-3-methyl-4-oxo-4-(2-trifluoromethyl-phenyl)-butyric acid methyl ester → HCID 67254019, 화합물

HRID 383747노트

반응식

HRID 383747 반응식
[CH3:1][O:2][C:3](=[O:21])[CH:4]([C:19]#[N:20])[CH:5]([CH3:18])[C:6](=O)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[C:13]([F:16])([F:15])[F:14]>C(O)=O.[Ni].C(Cl)Cl>[CH3:1][O:2][C:3]([CH:4]1[C:5]([CH3:18])=[C:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[C:13]([F:16])([F:15])[F:14])[NH:20][CH2:19]1)=[O:21]

참가 물질

5

반응물 1

HCID 598075352-Cyano-3-methyl-4-oxo-4-(2-trifluoromethyl-phenyl)-butyric acid methyl ester

생성물 1

HCID 67254019HCID 67254019, 화합물수율 79%

시약·촉매·용매 3

HCID 935Nickel촉매HCID 284Formic Acid용매HCID 6344Dichloromethane용매

실험 절차

To a solution of 2-cyano-3-methyl-4-oxo-4-(2-trifluoromethyl-phenyl)-butyric acid methyl ester (13.27 g, 44.4 mmol) in formic acid (100 mL) was added freshly prepared Raney nickel [Al—Ni (1:1), 117 g] and the mixture was heated to reflux with stirring for 2 h. After cooling, the catalyst was removed by filtration and washed with ethanol. The combined filtrates were concentrated to give an oil, which was re-dissolved in DCM and filtered to remove residual solids. Evaporation of solvent gave 4-methyl-5-(2-trifluoromethyl-phenyl)-2,3-dihydro-1H-pyrrole-3-carboxylic acid methyl ester as an oil (10 g, 79%), which was used in the next step without purification. MS (ES): 286 (MH+).

후처리

  1. temperaturethe mixture was heated
  2. temperatureto reflux
  3. temperatureAfter cooling
  4. customthe catalyst was removed by filtration
  5. washwashed with ethanol
  6. concentrationThe combined filtrates were concentrated
  7. customto give an oil, which
  8. filtrationfiltered
  9. customto remove residual solids
  10. customEvaporation of solvent

출처 및 근거

ORD 기록
ord-5f8b50e898764f64a7e8b884e1cf2e25
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08367667B2

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