Hydrochloric Acid → HCID 58508435, compound

HRID 454747Notes

Reaction equation

HRID 454747 reaction equation
[OH-].[Na+:2].[CH2:3]([N:5]([CH3:37])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[C:12]1[CH:21]=[CH:20][C:15]([C:16]([O:18]C)=[O:17])=[C:14]([NH:22][C:23]([C:25]2[CH:26]=[N:27][CH:28]=[C:29]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)[CH:30]=2)=[O:24])[CH:13]=1)[CH3:4].Cl>O1CCOCC1>[CH2:3]([N:5]([CH3:37])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[C:12]1[CH:21]=[CH:20][C:15]([C:16]([O-:18])=[O:17])=[C:14]([NH:22][C:23]([C:25]2[CH:26]=[N:27][CH:28]=[C:29]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)[CH:30]=2)=[O:24])[CH:13]=1)[CH3:4].[Na+:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 58508821HCID 58508821, compound

Product 1

HCID 58508435HCID 58508435, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A 1 mol/L aqueous solution of sodium hydroxide (0.67 mL) was added to a dioxane (3.0 mL) solution of the obtained methyl 4-(2-((ethyl)(methyl)amino)phenyl)-2-(5-phenylpyridine-3-carboxamido)benzoate (0.10 g) at room temperature, followed by stirring at the same temperature for 1 hour and then at 55° C. for 1 hour and 30 minutes. After cooling the reaction mixture to room temperature and adjusting the pH to 7.3 with 1 mol/L hydrochloric acid, the solvent was evaporated under reduced pressure. Water was added to the obtained residue, and the solid substance was collected by filtration. Ethanol (1.5 mL) and a 1 mol/L aqueous solution of sodium hydroxide (0.091 mL) were sequentially added to the obtained solid substance, followed by stirring at room temperature for 1 hour. Then, the solvent was evaporated under reduced pressure, and water was added to the obtained residue. The solid substance was collected by filtration to obtain 2.5 mg of sodium 4-(2-((ethyl)(methyl)amino)phenyl)-2-(5-phenylpyridine-3-carboxamido)benzoate as a yellow solid.

Workup

  1. waitat 55° C. for 1 hour
  2. custom30 minutes
  3. customthe solvent was evaporated under reduced pressure
  4. additionWater was added to the obtained residue
  5. filtrationthe solid substance was collected by filtration
  6. additionEthanol (1.5 mL) and a 1 mol/L aqueous solution of sodium hydroxide (0.091 mL) were sequentially added to the obtained solid substance
  7. stirringby stirring at room temperature for 1 hour
  8. customThen, the solvent was evaporated under reduced pressure, and water
  9. additionwas added to the obtained residue
  10. filtrationThe solid substance was collected by filtration

Sources & evidence

ORD record
ord-c3434321c4a4431faabc48cb92c11fe4
Source dataset
uspto-grants-2013_07
Patent number
US08492582B2

Reaction notes

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