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 1097875ノート

反応式

HRID 1097875 の反応式
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]

参加物

3

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

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+)−.

後処理

  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

出典と根拠

ORDレコード
ord-7c9b26e44bcd4392b919d1ad7262dfa3
出典データセット
uspto-grants-2012_03
特許番号
US08143280B2

反応ノート

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