Potassium Fluoride → Ethyl 9,10-difluoro-3-methyl-7-oxo-3,7-dihydro-2H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylate

HRID 1762319

反応式

HRID 1762319 の反応式
[CH2:1]([O:3][C:4](=[O:27])[C:5]([C:12](=[O:26])[C:13]1[CH:18]=[C:17]([F:19])[C:16]([F:20])=[C:15]([O:21][C:22](=O)C)[C:14]=1F)=[CH:6][NH:7][CH:8]([CH3:11])CO)[CH3:2].[F-].[K+]>CN(C)C=O>[CH2:1]([O:3][C:4]([C:5]1[C:12](=[O:26])[C:13]2[CH:18]=[C:17]([F:19])[C:16]([F:20])=[C:15]3[O:21][CH2:22][CH:8]([CH3:11])[N:7]([CH:6]=1)[C:14]=23)=[O:27])[CH3:2]

参加物

4

反応物 2

HCID 522689Potassium FluorideHCID 178472010ethyl 2-(3-acetyloxy-2,4,5-trifluorobenzoyl)-3-(1-hydroxypropan-2-ylamino)prop-2-enoate

生成物 1

HCID 3751628Ethyl 9,10-difluoro-3-methyl-7-oxo-3,7-dihydro-2H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylate収率 41%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

In 30 ml of dimethylformamide was dissolved 4.30 g of the ethyl-2-(3-acetoxy-2,4,5-trifluorobenzoyl)-3-(2-hydroxy-1-methylethyl)aminoacrylate (X) thus obtained and 1.92 g (0.033 mole) of potassium fluoride was added to the mixture and the mixture was stirred at 140° to 150° C. for 2 hours. After completion of the reaction, the solvent was distilled under reduced pressure. To the residue was added water and the mixture was extracted with dichloromethane, and the organic layer was washed with water, dried and then condensed under reduced pressure. Then, the residue was washed with ethanol, and the residue was recrystallized from acetone to give 1.40 g of ethyl-9,10-difluoro-3-methyl-7-oxo-2,3-dihydro-7H-pyrido[1,2,3-de][1,4]benzoxazine-6-carboxylate (IV) as pale brown fine needle crystals.

後処理

  1. customthus obtained
  2. customAfter completion of the reaction
  3. distillationthe solvent was distilled under reduced pressure
  4. additionTo the residue was added water
  5. extractionthe mixture was extracted with dichloromethane
  6. washthe organic layer was washed with water
  7. customdried
  8. customcondensed under reduced pressure
  9. washThen, the residue was washed with ethanol
  10. customthe residue was recrystallized from acetone

出典と根拠

ORDレコード
ord-7edc55c3e6a24893bf4114c66667b38d
出典データセット
uspto-grants-1989_05
特許番号
US04831190

関連ノート

読み込み中…