Hydrochloric Acid → HCID 23060560, compound

HRID 750169Notes

Reaction equation

HRID 750169 reaction equation
[CH3:1][O-:2].[Na+].[CH2:4]([N:11]1[C:20]([C:21]([OH:23])=[O:22])=[C:19]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:18]2[C:13](=[CH:14][CH:15]=[C:16](F)[CH:17]=2)[C:12]1=[O:31])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.O.Cl>CO>[CH2:4]([N:11]1[C:20]([C:21]([OH:23])=[O:22])=[C:19]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:18]2[C:13](=[CH:14][CH:15]=[C:16]([O:2][CH3:1])[CH:17]=2)[C:12]1=[O:31])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 10942334Sodium MethoxideHCID 23060561HCID 23060561, compound

Product 1

HCID 23060560HCID 23060560, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of sodium methoxide in methanol (28%, 4 ml) was added 2-benzyl-6-fluoro-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carboxylic acid (350 mg), and the mixture was heated under reflux for 6 hrs. To the reaction mixture were added water and 10% hydrochloric acid to acidify the aqueous layer of the mixture and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The obtained residue was crystallized from ethyl acetate to give the title compound (260 mg).

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 6 hrs
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe organic layer was washed with water and saturated brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. customThe solvent was evaporated under reduced pressure
  7. customThe obtained residue was crystallized from ethyl acetate

Sources & evidence

ORD record
ord-6a2ee274c8c04c29977beb21164d0b40
Source dataset
uspto-grants-2008_07
Patent number
US07402595B2

Reaction notes

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