Aminopyrazine → 2-(Trifluoromethyl)imidazo[1,2-a]pyrazine

HRID 1863932

반응식

HRID 1863932 반응식
[NH2:1][C:2]1[CH:7]=[N:6][CH:5]=[CH:4][N:3]=1.Br[CH2:9][C:10]([C:12]([F:15])([F:14])[F:13])=O>C(O)C>[F:13][C:12]([F:15])([F:14])[C:10]1[N:1]=[C:2]2[CH:7]=[N:6][CH:5]=[CH:4][N:3]2[CH:9]=1

참가 물질

4

반응물 2

HCID 78747AminopyrazineHCID 790083-Bromo-1,1,1-trifluoro-2-propanone

생성물 1

HCID 32313062-(Trifluoromethyl)imidazo[1,2-a]pyrazine

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of 2-aminopyrazine (5.25 g, 55.2 mmol) in ethanol (120 mL) was added 1-bromo-3,3,3-trifluoroacetone (5.73 mL, 55.2 mmol). The reaction was stirred at reflux for 20 h. After evaporation of solvent, the residue was partitioned between ethyl acetate and saturated aqueous sodium bicarbonate solution. The aqueous layer was extracted three times with ethyl acetate. The combined organic phase was washed with brine, dried over magnesium sulfate and concentrated. The residue was purified by flash chromatography (silica gel, 1:1 ethyl acetate:hexane, then 100% ethyl acetate) to give the title compound as a solid.

후처리

  1. temperatureat reflux for 20 h
  2. customAfter evaporation of solvent
  3. customthe residue was partitioned between ethyl acetate and saturated aqueous sodium bicarbonate solution
  4. extractionThe aqueous layer was extracted three times with ethyl acetate
  5. washThe combined organic phase was washed with brine
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated
  8. customThe residue was purified by flash chromatography (silica gel, 1:1 ethyl acetate

출처 및 근거

ORD 기록
ord-3b98f66abca04bdbb1b234af0de7d23e
출처 데이터셋
uspto-grants-2009_12
특허 번호
US07625888B2

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