Morpholine → 9-morpholino-8-chloro-5-methyl-6,7-dihydro-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid

HRID 434692노트

반응식

HRID 434692 반응식
F[C:2]1[CH:14]=[C:12]2[C:13]3[N:8]([CH:9]=[C:10]([C:16]([OH:18])=[O:17])[C:11]2=[O:15])[CH:7]([CH3:19])[CH2:6][CH2:5][C:4]=3[C:3]=1[Cl:20].[NH:21]1[CH2:26][CH2:25][O:24][CH2:23][CH2:22]1>CN(C)P(=O)(N(C)C)N(C)C>[O:24]1[CH2:25][CH2:26][N:21]([C:2]2[CH:14]=[C:12]3[C:13]4[N:8]([CH:9]=[C:10]([C:16]([OH:18])=[O:17])[C:11]3=[O:15])[CH:7]([CH3:19])[CH2:6][CH2:5][C:4]=4[C:3]=2[Cl:20])[CH2:22][CH2:23]1

참가 물질

4

반응물 2

HCID 8083MorpholineHCID 134729989-fluoro-8-chloro-5-methyl-6,7-dihydro-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid

생성물 1

HCID 130443029-morpholino-8-chloro-5-methyl-6,7-dihydro-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid수율 20.9%

시약·촉매·용매 1

HCID 12679Hexamethylphosphoramide용매

실험 절차

An autoclave containing a mixture of 3 g of 9-fluoro-8-chloro-5-methyl-6,7-dihydro-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid, 8 g of morpholine and 30 ml of hexamethylphosphoric triamide was immersed in an oil bath at 190° C. and reaction was continued for 5 hours. After completion of reaction, the reaction mixture was cooled to precipitate crystals which then were collected by filtration. The crystals thus obtained were recrystallized from dimethylformamide to give 0.77 g of 9-morpholino-8-chloro-5-methyl-6,7-dihydro-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid. m.p. 271° to 274° C., white rhombic crystals.

후처리

  1. additionAn autoclave containing
  2. customwas immersed in an oil bath at 190° C.
  3. customreaction
  4. customAfter completion of reaction
  5. temperaturethe reaction mixture was cooled
  6. customto precipitate crystals which
  7. filtrationthen were collected by filtration
  8. customThe crystals thus obtained
  9. customwere recrystallized from dimethylformamide

출처 및 근거

ORD 기록
ord-8a1faa193dbb4072ad058df1f0dac16e
출처 데이터셋
uspto-grants-1983_08
특허 번호
US04399134

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