Benzylamine → 5-Benzylamino-1-cyclopropyl-6,8-difluoro-7-(4-methyl-1-piperazinyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

HRID 2291285ノート

反応式

HRID 2291285 の反応式
[CH:1]1([N:4]2[C:13]3[C:8](=[C:9](F)[C:10]([F:22])=[C:11]([N:15]4[CH2:20][CH2:19][N:18]([CH3:21])[CH2:17][CH2:16]4)[C:12]=3[F:14])[C:7](=[O:24])[C:6]([C:25]([OH:27])=[O:26])=[CH:5]2)[CH2:3][CH2:2]1.[CH2:28]([NH2:35])[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>N1C=CC=CC=1>[CH2:28]([NH:35][C:9]1[C:10]([F:22])=[C:11]([N:15]2[CH2:20][CH2:19][N:18]([CH3:21])[CH2:17][CH2:16]2)[C:12]([F:14])=[C:13]2[C:8]=1[C:7](=[O:24])[C:6]([C:25]([OH:27])=[O:26])=[CH:5][N:4]2[CH:1]1[CH2:2][CH2:3]1)[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1

参加物

4

反応物 2

HCID 7504BenzylamineHCID 13825520HCID 13825520、化合物

生成物 1

HCID 146641725-Benzylamino-1-cyclopropyl-6,8-difluoro-7-(4-methyl-1-piperazinyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid収率 59.4%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

A mixture of 1-cyclopropyl-5,6,8-trifluoro-7-(4-methyl-1-piperazinyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid (1.0 g), benzylamine (420 mg), and pyridine (5 ml) was heated at 100°-110° C. for 3 hours. The reaction mixture was evaporated to dryness under reduced pressure. After addition of water to the residue, the mixture was acidified with 10% aqueous acetic acid and extracted with chloroform. The extract was dried and evaporated. The resulting crystals were recrystallized from ethanol-ether to give 5-benzylamino-1-cyclopropyl-6,8-difluoro-7-(4-methyl-1-piperazinyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid (730 mg), m.p. 132°-133° C.

後処理

  1. temperaturewas heated at 100°-110° C. for 3 hours
  2. customThe reaction mixture was evaporated to dryness under reduced pressure
  3. additionAfter addition of water to the residue
  4. extractionextracted with chloroform
  5. customThe extract was dried
  6. customevaporated
  7. customThe resulting crystals were recrystallized from ethanol-ether

出典と根拠

ORDレコード
ord-6bb6bef107774786a2f127e748e30d7b
出典データセット
uspto-grants-1989_01
特許番号
US04795751

反応ノート

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