2-(2-Benzyloxy-pyridin-4-yl)-3-(2,4-dichloro-phenyl)-1,1,1-trifluoro-butan-2-ol → 4-[2-(2,4-Dichloro-phenyl)-1-hydroxy-1-trifluoromethyl-propyl]-1H-pyridin-2-one

HRID 333774노트

반응식

HRID 333774 반응식
C([O:8][C:9]1[CH:14]=[C:13]([C:15]([OH:30])([CH:20]([C:22]2[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][C:23]=2[Cl:29])[CH3:21])[C:16]([F:19])([F:18])[F:17])[CH:12]=[CH:11][N:10]=1)C1C=CC=CC=1>C(OCC)(=O)C>[Cl:29][C:23]1[CH:24]=[C:25]([Cl:28])[CH:26]=[CH:27][C:22]=1[CH:20]([CH3:21])[C:15]([C:13]1[CH:12]=[CH:11][NH:10][C:9](=[O:8])[CH:14]=1)([OH:30])[C:16]([F:19])([F:18])[F:17]

참가 물질

3

반응물 1

HCID 252538282-(2-Benzyloxy-pyridin-4-yl)-3-(2,4-dichloro-phenyl)-1,1,1-trifluoro-butan-2-ol

생성물 1

HCID 574212564-[2-(2,4-Dichloro-phenyl)-1-hydroxy-1-trifluoromethyl-propyl]-1H-pyridin-2-one수율 90.1%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

2-(2-Benzyloxy-pyridin-4-yl)-3-(2,4-dichloro-phenyl)-1,1,1-trifluoro-butan-2-ol (Example 54, 300 mg) was dissolved in ethyl acetate (10 mL) and the flask was flushed with argon. Palladium on activated charcoal (10% Pd, 75 mg) was added and the mixture was hydrogenated for 2 hours with vigorous stirring. The suspension was filtered and the catalyst was washed with methanol. The filtrate was concentrated in vacuo and the residue was dried in high vacuum to give the title compound as a light brown powder (217 mg). MS (m/e, ISP neg. ion): 364.4 (M−H+)−.

후처리

  1. customthe flask was flushed with argon
  2. additionPalladium on activated charcoal (10% Pd, 75 mg) was added
  3. filtrationThe suspension was filtered
  4. washthe catalyst was washed with methanol
  5. concentrationThe filtrate was concentrated in vacuo
  6. customthe residue was dried in high vacuum

출처 및 근거

ORD 기록
ord-ad17e4d85c25489b9b5bd949355b9385
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08883786B2

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