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Sodium Methoxide → HCID 23284768, compound

HRID 369329
Notes
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Reaction equation

HRID 369329 reaction equation
[CH3:1][O-:2].[Na+].[NH2:4][C:5]1[C:6]([F:29])=[CH:7][C:8]([F:28])=[C:9]([N:11]2[C:20]3[C:15](=[CH:16][C:17]([F:23])=[C:18](F)[C:19]=3[CH3:21])[C:14](=[O:24])[C:13]([C:25]([OH:27])=[O:26])=[CH:12]2)[CH:10]=1>C(O)(=O)C.CO>[NH2:4][C:5]1[C:6]([F:29])=[CH:7][C:8]([F:28])=[C:9]([N:11]2[C:20]3[C:15](=[CH:16][C:17]([F:23])=[C:18]([O:2][CH3:1])[C:19]=3[CH3:21])[C:14](=[O:24])[C:13]([C:25]([OH:27])=[O:26])=[CH:12]2)[CH:10]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 10942334Sodium MethoxideHCID 11132289HCID 11132289, compound

Product 1

HCID 23284768HCID 23284768, compoundYield 80.2%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidCatalystHCID 887MethanolSolvent

Conditions

Temperature
40 °C

Procedure

Methanol (500 mg) and sodium methoxide (28% methanol solution; 200 mg) were added to 1-(5-amino-2,4-difluorophenyl)-6,7-difluoro-8-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (350 mg), and the mixture was heated and stirred at 40° C. for 2 days. Acetic acid (2 drops) was added to the reaction mixture to collect solids by filtration. The solids were washed with ethanol and dried to obtain the title compound (290 mg) as a pale yellow powder.

Workup

  1. temperaturethe mixture was heated
  2. customto collect solids
  3. filtrationby filtration
  4. washThe solids were washed with ethanol
  5. customdried

Sources & evidence

ORD record
ord-6fb135c7383b43d49875bf49532921cc
Source dataset
uspto-grants-2000_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06136823

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes