5-Benzylamino-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid → 7-(4-Acetyl-3-methyl-1-piperazinyl)-5-benzylamino-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

HRID 2050635노트

반응식

HRID 2050635 반응식
[CH2:1]([NH:8][C:9]1[C:18]([F:19])=[C:17](F)[CH:16]=[C:15]2[C:10]=1[C:11](=[O:27])[C:12]([C:24]([OH:26])=[O:25])=[CH:13][N:14]2[CH:21]1[CH2:23][CH2:22]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:28]([N:31]1[CH2:36][CH2:35][NH:34][CH2:33][CH:32]1[CH3:37])(=[O:30])[CH3:29]>N1C=CC=CC=1>[C:28]([N:31]1[CH2:36][CH2:35][N:34]([C:17]2[CH:16]=[C:15]3[C:10]([C:11](=[O:27])[C:12]([C:24]([OH:26])=[O:25])=[CH:13][N:14]3[CH:21]3[CH2:23][CH2:22]3)=[C:9]([NH:8][CH2:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[C:18]=2[F:19])[CH2:33][CH:32]1[CH3:37])(=[O:30])[CH3:29]

참가 물질

4

반응물 2

HCID 148802085-Benzylamino-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acidHCID 157294091-(2-Methylpiperazin-1-yl)ethan-1-one

생성물 1

HCID 198106217-(4-Acetyl-3-methyl-1-piperazinyl)-5-benzylamino-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

A mixture of 5-benzylamino-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid, 1-acetyl-2-methylpiperazine and pyridine was heated under reflux. The reaction mixture was concentrated under reduced pressure, and water was added to the residue. The mixture was extracted with chloroform. The extract was dried and chloroform was evaporated. Ethanol was added to the residue, and the crystals were collected by filtration to give 7-(4-acetyl-3-methyl-1-piperazinyl)-5-benzylamino-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid. It was recrystallized from ethanol/diisopropyl ether. m.p. 235°-236° C.

후처리

  1. temperaturewas heated
  2. temperatureunder reflux
  3. concentrationThe reaction mixture was concentrated under reduced pressure, and water
  4. additionwas added to the residue
  5. extractionThe mixture was extracted with chloroform
  6. customThe extract was dried
  7. customchloroform was evaporated
  8. additionEthanol was added to the residue
  9. filtrationthe crystals were collected by filtration

출처 및 근거

ORD 기록
ord-46b813fa20dc479887f1f5098ac59245
출처 데이터셋
uspto-grants-1991_05
특허 번호
US05013841

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