Ciprofloxacin → 1-Cyclopropyl-6-fluoro-1,4-dihydro-7-[4-(5-methyl-2-oxo-1,3-dioxol-4-yl-methyl)-1-piperazinyl]-4-oxo-3-quinolinecarboxylic acid

HRID 256315

反応式

HRID 256315 の反応式
[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:20])=[C:11]([N:14]4[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]4)[CH:12]=3)[C:7](=[O:21])[C:6]([C:22]([OH:24])=[O:23])=[CH:5]2)[CH2:3][CH2:2]1.Br[CH2:26][C:27]1[O:28][C:29](=[O:33])[O:30][C:31]=1[CH3:32].C(=O)(O)[O-].[K+]>CN(C)C=O>[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:20])=[C:11]([N:14]4[CH2:19][CH2:18][N:17]([CH2:26][C:27]5[O:28][C:29](=[O:33])[O:30][C:31]=5[CH3:32])[CH2:16][CH2:15]4)[CH:12]=3)[C:7](=[O:21])[C:6]([C:22]([OH:24])=[O:23])=[CH:5]2)[CH2:2][CH2:3]1

参加物

5

反応物 3

HCID 2764CiprofloxacinHCID 516893Potassium BicarbonateHCID 107741414-(Bromomethyl)-5-methyl-1,3-dioxol-2-one

生成物 1

HCID 136732721-Cyclopropyl-6-fluoro-1,4-dihydro-7-[4-(5-methyl-2-oxo-1,3-dioxol-4-yl-methyl)-1-piperazinyl]-4-oxo-3-quinolinecarboxylic acid

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

1.15 g (3.5 mmoles) of 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid are stirred in 20 ml of dimethylformamide with 0.85 g (4.4 mmoles) of 4-bromomethyl-5-methyl-1,3-dioxol-2-one and 0.42 g (4.2 mmoles) of powdered potassium bicarbonate for 3 days, while cooling with ice. The mixture is concentrated in vacuo, the residue is stirred with 20 ml of water, the resulting greasy product is dissolved in methanol and the solution is filtered. The filtrate is left to stand at room temperature for 2 days and the colorless crystals which have precipitated are isolated.

後処理

  1. temperaturewhile cooling with ice
  2. concentrationThe mixture is concentrated in vacuo
  3. dissolutionthe resulting greasy product is dissolved in methanol
  4. filtrationthe solution is filtered
  5. waitThe filtrate is left
  6. customthe colorless crystals which have precipitated
  7. customare isolated

出典と根拠

ORDレコード
ord-a73071cede0544c8b4b53d87ab259d7d
出典データセット
uspto-grants-1987_10
特許番号
US04703047

関連ノート

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