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

HRID 1360709ノート

反応式

HRID 1360709 の反応式
[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

参加物

4

反応物 2

HCID 16065181HCID 16065181、化合物HCID 131709961Jones' reagent

生成物 1

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

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

反応条件

温度
0 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-b821436a014b44959525e77dbe45ff94
出典データセット
uspto-grants-2011_02
特許番号
US07879875B2

反応ノート

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