N-(4-Bromo-2-cyano-5-fluoro-6-hydroxy-3-methylphenyl)-2,2-dimethyl-3-[(phenylmethyl)oxy]propionamide → N-(4-Bromo-2-cyano-5-fluoro-6-hydroxy-3-methylphenyl)-3-hydroxy-2,2-dimethyl-1-propanamide

HRID 17364ノート

反応式

HRID 17364 の反応式
[Br:1][C:2]1[C:7]([F:8])=[C:6]([OH:9])[C:5]([NH:10][C:11](=[O:24])[C:12]([CH3:23])([CH3:22])[CH2:13][O:14]CC2C=CC=CC=2)=[C:4]([C:25]#[N:26])[C:3]=1[CH3:27].[H][H]>C(OCC)(=O)C>[Br:1][C:2]1[C:7]([F:8])=[C:6]([OH:9])[C:5]([NH:10][C:11](=[O:24])[C:12]([CH3:23])([CH3:22])[CH2:13][OH:14])=[C:4]([C:25]#[N:26])[C:3]=1[CH3:27]

参加物

4

反応物 2

HCID 86630841N-(4-Bromo-2-cyano-5-fluoro-6-hydroxy-3-methylphenyl)-2,2-dimethyl-3-[(phenylmethyl)oxy]propionamideHCID 178418361HCID 178418361、化合物

生成物 1

HCID 86630842N-(4-Bromo-2-cyano-5-fluoro-6-hydroxy-3-methylphenyl)-3-hydroxy-2,2-dimethyl-1-propanamide収率 50.3%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

N-(4-Bromo-2-cyano-5-fluoro-6-hydroxy-3-methylphenyl)-2,2-dimethyl-3-[(phenylmethyl)oxy]propionamide (I-105) (5.82 g, 13.37 mmol) was dissolved in ethyl acetate (120 ml), carbon-held palladium catalyst (5% wet, 580 mg) was added, followed by vigorously stirring at room temperature under atmospheric pressure of hydrogen for 18 hours. After the reaction, the insoluble matter was separated by filtration through Celite, the filtrate was concentrated under reduced pressure. The resulting residue was recrystallized and purified with n-hexane/ethyl acetate to obtain the entitled compound (2.32 g, 50%) as a white solid.

後処理

  1. additioncarbon-held palladium catalyst (5% wet, 580 mg) was added
  2. customAfter the reaction
  3. customthe insoluble matter was separated by filtration through Celite
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customThe resulting residue was recrystallized
  6. custompurified with n-hexane/ethyl acetate

出典と根拠

ORDレコード
ord-8219cbd171274518809f772ead8ce063
出典データセット
uspto-grants-2010_06
特許番号
US07737166B2

反応ノート

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