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 17364노트

반응식

HRID 17364 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-8219cbd171274518809f772ead8ce063
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07737166B2

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