Potassium Carbonate → HCID 19841143, compound

HRID 1638674Notes

Reaction equation

HRID 1638674 reaction equation
[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:26])=[C:11]([N:19]4[CH2:24][CH2:23][N:22]([CH3:25])[CH2:21][CH2:20]4)[C:12]=3[CH2:14][O:15]C(=O)C)[C:7](=[O:27])[C:6]([C:28]([O:30][CH2:31][CH3:32])=[O:29])=[CH:5]2)[CH2:3][CH2:2]1.C(=O)([O-])[O-].[K+].[K+]>C(O)C>[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:26])=[C:11]([N:19]4[CH2:20][CH2:21][N:22]([CH3:25])[CH2:23][CH2:24]4)[C:12]=3[CH2:14][OH:15])[C:7](=[O:27])[C:6]([C:28]([O:30][CH2:31][CH3:32])=[O:29])=[CH:5]2)[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 19841122HCID 19841122, compound

Product 1

HCID 19841143HCID 19841143, compoundYield 78.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of ethyl 1-cyclopropyl-7-(4-methyl-1-piperazinyl)-6-fluoro-8-acetoxymethyl-1,4-dihydro-4-oxoquinoline-3-carboxylate (142 mg) in ethanol (10 ml) is added 2N aqueous potassium carbonate (1 ml), and the mixture is stirred at room temperature for 2.5 hours. The reaction mixture is extracted with chloroform. The extract is dried over magnesium sulfate and the solvent is distilled off. The residue is crystallized by adding thereto diethyl ether to give ethyl 1-cyclopropyl-7-(4-methyl-1-piperazinyl)-6-fluoro-8-hydroxymethyl-1,4-dihydro-4-oxoquinoline-3-carboxylate (101 mg), as pale yellow powder, m.p. 216°-218° C.

Workup

  1. extractionThe reaction mixture is extracted with chloroform
  2. dry with materialThe extract is dried over magnesium sulfate
  3. distillationthe solvent is distilled off
  4. customThe residue is crystallized
  5. additionby adding

Sources & evidence

ORD record
ord-33accad440e847c289817a85ed71bcce
Source dataset
uspto-grants-1989_11
Patent number
US04880806

Reaction notes

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