Chloroform → HCID 66990955, compound

HRID 454744Notes

Reaction equation

HRID 454744 reaction equation
[OH-].[Na+].[CH3:3][O:4][C:5]1[C:6]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)=[CH:7][C:8]([NH:15][C:16]([C:18]2[CH:19]=[N:20][CH:21]=[C:22]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[CH:23]=2)=[O:17])=[C:9]([CH:14]=1)[C:10]([O:12]C)=[O:11].C(Cl)(Cl)Cl>CO>[CH3:3][O:4][C:5]1[C:6]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)=[CH:7][C:8]([NH:15][C:16]([C:18]2[CH:19]=[N:20][CH:21]=[C:22]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[CH:23]=2)=[O:17])=[C:9]([CH:14]=1)[C:10]([OH:12])=[O:11]

Participants

5

Reactant 3

HCID 6212ChloroformHCID 14798Sodium HydroxideHCID 66990503HCID 66990503, compound

Product 1

HCID 66990955HCID 66990955, compoundYield 82.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A 2 mol/L aqueous solution of sodium hydroxide (1.3 mL) was added to a methanol (2.2 mL) suspension of the obtained methyl 5-methoxy-4-phenyl-2-(5-phenylpyridine-3-carboxamido)-benzoate (0.11 g) at room temperature, followed by stirring at the same temperature for 30 minutes. Chloroform (3 mL) and methanol (2 mL) were added to the reaction mixture, followed by stirring at room temperature for 4 hours. The solvent was evaporated under reduced pressure, and ethanol and water were added to the obtained residue. After adjusting the pH to 1 with 6 mol/L hydrochloric acid, the solid substance was collected by filtration to obtain 88 mg of 5-methoxy-4-phenyl-2-(5-phenylpyridine-3-carboxamido)benzoic acid as a white solid.

Workup

  1. stirringby stirring at room temperature for 4 hours
  2. customThe solvent was evaporated under reduced pressure, and ethanol and water
  3. additionwere added to the obtained residue
  4. filtrationthe solid substance was collected by filtration

Sources & evidence

ORD record
ord-26e28ef7d8ab416293646ae76f0fc59e
Source dataset
uspto-grants-2013_07
Patent number
US08492582B2

Reaction notes

Loading…