Oxalic Acid → HCID 131729494, compound

HRID 1094203Notes

Reaction equation

HRID 1094203 reaction equation
C(OCC)(=O)C.[C:7]([OH:12])(=[O:11])[C:8]([OH:10])=[O:9].[CH2:13]([O:15][C:16](=[O:44])[CH2:17][NH:18][CH2:19][C:20]1[C:29](=[O:30])[C:28]2[C:23](=[CH:24][C:25]([NH:32][CH:33]3[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]3)=[C:26]([F:31])[CH:27]=2)[N:22]([CH:39]2[CH2:43][CH2:42][O:41][CH2:40]2)[CH:21]=1)[CH3:14]>C(O)C>[C:7]([OH:12])(=[O:11])[C:8]([OH:10])=[O:9].[CH2:13]([O:15][C:16](=[O:44])[CH2:17][NH:18][CH2:19][C:20]1[C:29](=[O:30])[C:28]2[C:23](=[CH:24][C:25]([NH:32][CH:33]3[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]3)=[C:26]([F:31])[CH:27]=2)[N:22]([CH:39]2[CH2:43][CH2:42][O:41][CH2:40]2)[CH:21]=1)[CH3:14]

Participants

5

Reactant 3

HCID 971Oxalic AcidHCID 8857Ethyl AcetateHCID 91089171HCID 91089171, compound

Product 1

HCID 131729494HCID 131729494, compoundYield 130.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

10 ml of ethyl acetate, 45 mg of oxalic acid and 10 ml of ethanol were added to 440 mg of ethyl({[7-(cyclohexylamino)-6-fluoro-4-oxo-1-(tetrahydrofuran-3-yl)-1,4-dihydroquinolin-3-yl]methyl}amino)acetate obtained by the same method of Example 4. After evaporation of the solvent under a reduced pressure and subsequent addition of ethyl acetate, the insoluble materials were collected by filtration to obtain 349 mg of ethyl({[7-(cyclohexylamino)-6-fluoro-4-oxo-1-(tetrahydrofuran-3-yl)-1,4-dihydroquinolin-3-yl]methyl}amino)acetate oxalate.

Workup

  1. customobtained by the same method of Example 4
  2. customAfter evaporation of the solvent
  3. additionunder a reduced pressure and subsequent addition of ethyl acetate
  4. filtrationthe insoluble materials were collected by filtration

Sources & evidence

ORD record
ord-2a4e5b63b44a46439fe4f0050ffd8e63
Source dataset
uspto-grants-2012_03
Patent number
US08133882B2

Reaction notes

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