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Formaldehyde → 1-Cyclopropyl-7-(3,4-dimethyl-1-piperazinyl)-6-fluoro-8-methyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

HRID 1638694
ノート
印刷プレビュー

反応式

HRID 1638694 の反応式
[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:22])=[C:11]([N:15]4[CH2:20][CH2:19][NH:18][CH:17]([CH3:21])[CH2:16]4)[C:12]=3[CH3:14])[C:7](=[O:23])[C:6]([C:24]([OH:26])=[O:25])=[CH:5]2)[CH2:3][CH2:2]1.C=O.[CH:29]([O-])=O.[Na+].C(=O)([O-])O.[Na+]>C(O)=O>[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:22])=[C:11]([N:15]4[CH2:20][CH2:19][N:18]([CH3:29])[CH:17]([CH3:21])[CH2:16]4)[C:12]=3[CH3:14])[C:7](=[O:23])[C:6]([C:24]([OH:26])=[O:25])=[CH:5]2)[CH2:3][CH2:2]1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 712FormaldehydeHCID 516892Sodium BicarbonateHCID 2723810Sodium FormateHCID 140525871-Cyclopropyl-7-(3-methyl-1-piperazinyl)-6-fluoro-8-methyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

生成物 1

HCID 156225181-Cyclopropyl-7-(3,4-dimethyl-1-piperazinyl)-6-fluoro-8-methyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acid収率 28.9%

試薬・触媒・溶媒

1
HCID 284Formic Acid溶媒

実験手順

To 1-cyclopropyl-7-(3-methyl-1-piperazinyl)-6-fluoro-8-methyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acid (0.4 g) are added formic acid (3 ml), 37% formalin (3 ml) and sodium formate (0.4 g), and the mixture is refluxed for 5 hours. After cooling, the reaction mixture is poured into ice water and adjusted to below pH 8 with aqueous sodium hydrogen carbonate, and the mixture is extracted with dichloromethane. After removing the solvent by concentration, the resulting residue is recrystallized from ethyl acetate to give 1-cyclopropyl-7-(3,4-dimethyl-1-piperazinyl)-6-fluoro-8-methyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acid (0.12 g), as pale yellow powder, m.p. 181°-183° C.

後処理

  1. temperaturethe mixture is refluxed for 5 hours
  2. temperatureAfter cooling
  3. extractionthe mixture is extracted with dichloromethane
  4. customAfter removing the solvent
  5. concentrationby concentration
  6. customthe resulting residue is recrystallized from ethyl acetate

出典と根拠

ORDレコード
ord-bd9cb81828ca470fa0371ea0e92d6d04
出典データセット
uspto-grants-1989_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04880806

反応ノート

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