Water → 7-Trifluoromethyl-2,3-dihydro-1H-pyrido[2,3-B][1,4]oxazine

HRID 1943658노트

반응식

HRID 1943658 반응식
[F:1][C:2]([F:15])([F:14])[C:3]1[CH:13]=[N:12][C:6]2[O:7][CH2:8][C:9](=O)[NH:10][C:5]=2[CH:4]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.C(=O)([O-])O.[Na+]>O1CCCC1>[F:14][C:2]([F:1])([F:15])[C:3]1[CH:13]=[N:12][C:6]2[O:7][CH2:8][CH2:9][NH:10][C:5]=2[CH:4]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 516892Sodium BicarbonateHCID 21226445Aluminium lithium hydrideHCID 669364877-trifluoromethyl-1H-pyrido[2,3-b][1,4]oxazin-2-one

생성물 1

HCID 669366917-Trifluoromethyl-2,3-dihydro-1H-pyrido[2,3-B][1,4]oxazine수율 52%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

In a 5 ml flask, 7-trifluoromethyl-1H-pyrido[2,3-b][1,4]oxazin-2-one (60 mg, 0.28 mmol) was dissolved in tetrahydrofuran (1.0 ml), and then 1.0M Lithium aluminum hydride dissolved in tetrahydrofuran (0.33 ml, 0.33 mmol) was added thereto dropwise and stirred for 1 hour at 0□. Water and saturated solution of sodium hydrogen carbonate were added and the mixture was extracted with ethyl acetate. The combined organic layer was dried over anhydrous sodium sulfate (Na2SO4), filtered and evaporated under reduced pressure. The residue was purified by column chromatography on silica eluting with a solvent of methanol:dichloromethane=1:50. The fractions containing the product were collected and evaporated to obtain white solid (29 mg, 52%).

후처리

  1. additionwas added
  2. extractionthe mixture was extracted with ethyl acetate
  3. dry with materialThe combined organic layer was dried over anhydrous sodium sulfate (Na2SO4)
  4. filtrationfiltered
  5. customevaporated under reduced pressure
  6. customThe residue was purified by column chromatography on silica eluting with a solvent of methanol
  7. additionThe fractions containing the product
  8. customwere collected
  9. customevaporated

출처 및 근거

ORD 기록
ord-25adcc25b0394b389ceb85a71a051ec0
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08394792B2

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