HCID 16065181, 화합물 → 6-(2,4-difluorophenyl)-1-(2,6-difluorophenyl)-2-oxo-2H-quinolizine-7-carboxylic Acid

HRID 1360709노트

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HRID 1360709 반응식
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[N:10]2[C:15]([CH:16]=[CH:17][C:18]=1[CH2:19][OH:20])=[C:14]([C:21]1[C:26]([F:27])=[CH:25][CH:24]=[CH:23][C:22]=1[F:28])[C:13](=[O:29])[CH:12]=[CH:11]2.CC(C)=[O:32].OS(O)(=O)=O.O=[Cr](=O)=O>S(=O)(=O)(O)O>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[N:10]2[C:15]([CH:16]=[CH:17][C:18]=1[C:19]([OH:32])=[O:20])=[C:14]([C:21]1[C:22]([F:28])=[CH:23][CH:24]=[CH:25][C:26]=1[F:27])[C:13](=[O:29])[CH:12]=[CH:11]2

참가 물질

4

반응물 2

HCID 16065181HCID 16065181, 화합물HCID 131709961Jones' reagent

생성물 1

HCID 160653136-(2,4-difluorophenyl)-1-(2,6-difluorophenyl)-2-oxo-2H-quinolizine-7-carboxylic Acid

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매

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온도
0 °C

실험 절차

To a solution of 6-(2,4-difluorophenyl)-1-(2,6-difluorophenyl)-7-(hydroxymethyl)-2H-quinolizin-2-one (Example 50, 100 mg) was added Jones reagent (0.5 mL, 4 N in sulfuric acid; prepared using procedure similar to that disclosed in Bowers, Halsall, Jones, and Lemin, J. Chem. Soc., (1953), 2548-2560) at 0° C. The mixture was stirred for a couple of hours at 0° C. until reaction complete and then quenched with isopropanol (1 mL). After stirring for 10 min (green solution), the mixture was filtered through celite and concentrated. The residue was diluted with ethyl acetate and washed with water, brine, dried over MgSO4 and concentrated to give title compound (87 mg).

후처리

  1. customprepared
  2. customat 0° C
  3. customquenched with isopropanol (1 mL)
  4. stirringAfter stirring for 10 min (green solution)
  5. filtrationthe mixture was filtered through celite
  6. concentrationconcentrated
  7. additionThe residue was diluted with ethyl acetate
  8. washwashed with water, brine
  9. dry with materialdried over MgSO4
  10. concentrationconcentrated

출처 및 근거

ORD 기록
ord-b821436a014b44959525e77dbe45ff94
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07879875B2

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