Sodium Hydroxide → 7-fluoro-1H-pyrido[2,3-b][1,4]oxazin-2-one

HRID 1943756

반응식

HRID 1943756 반응식
C[O:2][C:3](=O)[CH2:4][O:5][C:6]1[C:11]([N+:12]([O-])=O)=[CH:10][C:9]([F:15])=[CH:8][N:7]=1.[Sn](Cl)(Cl)(Cl)Cl.[OH-].[Na+]>Cl>[F:15][C:9]1[CH:8]=[N:7][C:6]2[O:5][CH2:4][C:3](=[O:2])[NH:12][C:11]=2[CH:10]=1

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 24287Tin tetrachlorideHCID 66936775(5-Fluoro-3-nitro-pyridin-2-yloxy)-acetic acid methyl ester

생성물 1

HCID 669368177-fluoro-1H-pyrido[2,3-b][1,4]oxazin-2-one수율 71%

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매

실험 절차

In a 250 ml round flask, (5-fluoro-3-nitro-pyridin-2-yloxy)-acetic acid methyl ester (1.35 g, 5.87 mmol) and tin tetrachloride (4.45 g, 23.48 mmol) were dissolved in 15 ml of concentrated hydrochloric acid, and then stirred at 80 t for 1 hour. The reaction mixture was cooled to room temperature, neutralized with 10% sodium hydroxide solution, and extracted with ethyl acetate. The combined organic layer was washed with water and saturated saline solution, dried over anhydrous sodium sulfate (Na2SO4), filtered and evaporated under reduced pressure. The resulting solid was recrystallized from tetrahydrofuran and methanol to obtain 7-fluoro-1H-pyrido[2,3-b][1,4]oxazin-2-one as beige solid (0.70 g, 71%).

후처리

  1. extractionextracted with ethyl acetate
  2. washThe combined organic layer was washed with water and saturated saline solution
  3. dry with materialdried over anhydrous sodium sulfate (Na2SO4)
  4. filtrationfiltered
  5. customevaporated under reduced pressure
  6. customThe resulting solid was recrystallized from tetrahydrofuran and methanol

출처 및 근거

ORD 기록
ord-bb2b1055de4e46bcb793b3d9a5226c35
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08394792B2

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