Hydrogen Bromide → 1-(5-Bromo-3-(trifluoromethyl)pyridin-2-yl)ethanone

HRID 545074노트

반응식

HRID 545074 반응식
N[C:2]1[CH:3]=[C:4]([C:11]([F:14])([F:13])[F:12])[C:5]([C:8](=[O:10])[CH3:9])=[N:6][CH:7]=1.N([O-])=O.[Na+].[BrH:19].[OH-].[Na+]>S(=O)(=O)(O)O.O>[Br:19][C:2]1[CH:3]=[C:4]([C:11]([F:14])([F:13])[F:12])[C:5]([C:8](=[O:10])[CH3:9])=[N:6][CH:7]=1

참가 물질

7

반응물 4

HCID 260Hydrogen BromideHCID 14798Sodium HydroxideHCID 23668193Sodium NitriteHCID 586455412-Acetyl-5-amino-3-trifluoromethylpyridine

생성물 1

HCID 586455621-(5-Bromo-3-(trifluoromethyl)pyridin-2-yl)ethanone

시약·촉매·용매 2

HCID 962Water용매HCID 1118Sulfuric Acid용매

반응 조건

온도
60 °C

실험 절차

To a mixture of 1-(5-amino-3-trifluoromethyl-pyridin-2-yl)-ethanone (408 mg, 2.0 mmol) in 75% sulfuric-acid (6 mL) at 0° C. add sodium nitrite (152 mg, 2.2 mmol) in water (1 mL). Stir the mixture for 30 minutes and add CuBr (343 mg, 2.4 mmol) and 48% HBr (2 mL). Heat the mixture at 60° C. for 30 minutes, cool to 0° C. and basify by dropwise addition of 10M sodium hydroxide. Extract the mixture with ethyl acetate (3×20 mL) and wash the combined organics with brine (50 mL). The organic extract is dried over MgSO4 and the solvent removed under reduced pressure to yield the title compound.

후처리

  1. temperaturecool to 0° C.
  2. extractionExtract the mixture with ethyl acetate (3×20 mL)
  3. washwash the combined organics with brine (50 mL)
  4. extractionThe organic extract
  5. dry with materialis dried over MgSO4
  6. customthe solvent removed under reduced pressure

출처 및 근거

ORD 기록
ord-bbfb7c8913f64d06941b8834c6ce0f39
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07935702B2

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