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

HRID 373525ノート

反応式

HRID 373525 の反応式
[NH2:1][C:2]1[C:11]([F:12])=[C:10](F)[CH:9]=[C:8]2[C:3]=1[C:4](=[O:20])[C:5]([C:17]([OH:19])=[O:18])=[CH:6][N:7]2[CH:14]1[CH2:16][CH2:15]1.[C:21]([N:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH:25]1[CH3:30])(=[O:23])[CH3:22]>N1C=CC=CC=1>[C:21]([N:24]1[CH2:29][CH2:28][N:27]([C:10]2[CH:9]=[C:8]3[C:3]([C:4](=[O:20])[C:5]([C:17]([OH:19])=[O:18])=[CH:6][N:7]3[CH:14]3[CH2:16][CH2:15]3)=[C:2]([NH2:1])[C:11]=2[F:12])[CH2:26][CH:25]1[CH3:30])(=[O:23])[CH3:22]

参加物

4

反応物 2

HCID 148802095-Amino-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acidHCID 157294091-(2-Methylpiperazin-1-yl)ethan-1-one

生成物 1

HCID 157294107-(4-Acetyl-3-methyl-1-piperazinyl)-5-amino-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

A mixture of 5-amino-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid, 1-acetyl-2-methylpiperazine and pyridine was heated under reflux for 5 hours. The reaction mixture was concentrated under reduced pressure, and the residue was dissolved in aqueous ammonia. The solution was neutralized with an aqueous solution of acetic acid and cooled with ice. The crystals were collected by filtration to give 7-(4-acetyl-3-methyl-1-piperazinyl)-5-amino-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid. It was recrystallized from ethanol/chloroform. m.p. 269°-271° C.

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 5 hours
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. dissolutionthe residue was dissolved in aqueous ammonia
  5. temperaturecooled with ice
  6. filtrationThe crystals were collected by filtration

出典と根拠

ORDレコード
ord-26324228f0cc4ba489924766c6313cc9
出典データセット
uspto-grants-1992_11
特許番号
US05164392

反応ノート

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