N-(4-Cyano-3-fluoro-2-methylphenyl)acetamide → 4-Amino-2-fluoro-3-methylbenzonitrile

HRID 501633노트

반응식

HRID 501633 반응식
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([NH:9]C(=O)C)=[C:5]([CH3:13])[C:4]=1[F:14])#[N:2]>Cl.CCO>[NH2:9][C:6]1[CH:7]=[CH:8][C:3]([C:1]#[N:2])=[C:4]([F:14])[C:5]=1[CH3:13]

참가 물질

3

반응물 1

HCID 68454968N-(4-Cyano-3-fluoro-2-methylphenyl)acetamide

생성물 1

HCID 450786764-Amino-2-fluoro-3-methylbenzonitrile수율 96.8%

시약·촉매·용매 1

HCID 21887872Ethanol hydrochloride용매

실험 절차

N-(4-cyano-3-fluoro-2-methyl-phenyl)-acetamide (72C) (450 mg, 2.34 mmol) was dissolved in 1:1 conc. HCl/EtOH (20 mL), and the mixture was refluxed for 1 h. The reaction was cooled to rt and concentrated. The residue was dissolved in EtOAc (30 mL), washed with sat. aq. NaHCO3 and brine, dried (MgSO4), filtered and concentrated. The residue was recrystallized from EtOAc/Hexane to provide the title compound (340 mg). LC/MS: m/z 151 [M+H]+

후처리

  1. temperaturethe mixture was refluxed for 1 h
  2. concentrationconcentrated
  3. dissolutionThe residue was dissolved in EtOAc (30 mL)
  4. washwashed with sat. aq. NaHCO3 and brine
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customThe residue was recrystallized from EtOAc/Hexane

출처 및 근거

ORD 기록
ord-16656997c5c44c3e941ebff13ef073e5
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07772267B2

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