Potassium Carbonate → HCID 15692416, compound

HRID 2107596Notes

Reaction equation

HRID 2107596 reaction equation
[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:25])=[C:11]([N:19]4[CH2:24][CH2:23][O:22][CH2:21][CH2:20]4)[C:12]=3[CH2:14][O:15]C(=O)C)[C:7](=[O:26])[C:6]([C:27]([O:29][CH2:30][CH3:31])=[O:28])=[CH:5]2)[CH2:3][CH2:2]1.C(=O)([O-])[O-].[K+].[K+]>C(O)C.O>[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:25])=[C:11]([N:19]4[CH2:20][CH2:21][O:22][CH2:23][CH2:24]4)[C:12]=3[CH2:14][OH:15])[C:7](=[O:26])[C:6]([C:27]([O:29][CH2:30][CH3:31])=[O:28])=[CH:5]2)[CH2:2][CH2:3]1

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 15692415HCID 15692415, compound

Product 1

HCID 15692416HCID 15692416, compoundYield 71.1%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a solution of ethyl 1-cyclopropyl-7-morpholino-6-fluoro-8-acetoxymethyl-1,4-dihydro-4-oxoquinoline-3-carboxylate (550 mg) in ethanol (10 ml) is added 2N aqueous potassium carbonate (1 ml), and the mixture is stirred at room temperature for 4 hours. The reaction mixture is diluted with water and extracted with dichloromethane. The extract is dried and concentrated. The residue is crystallized by adding thereto diethyl ether to give ethyl 1-cyclopropyl-7-morpholino-6-fluoro-8-hydroxymethyl-1,4-dihydro-4-oxoquinoline-3-carboxylate (353 mg), as pale yellow powder, m.p. 212°-216° C.

Workup

  1. extractionextracted with dichloromethane
  2. customThe extract is dried
  3. concentrationconcentrated
  4. customThe residue is crystallized
  5. additionby adding

Sources & evidence

ORD record
ord-7032db7d7b5f48cebaee6bcc59fbb14a
Source dataset
uspto-grants-1990_06
Patent number
US04935420

Reaction notes

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