Reaction #70332

Reaction equation

residue

Ethyl 5-cyclopropyl-2-(5-methyl-6-phenylpyridin-3-ylamino)benzoate

NaOH

→

expected product

Yield 29.0%

5-Cyclopropyl-2-(5-methyl-6-phenylpyridin-3-ylamino)benzoic acid

Yield 29.0%

Solvents

ethanol

water

MeOH NH3

Conditions

Workup

1. 1
   Otherthe solvent was evaporated
2. 2
   Otherthe solid obtained
3. 3
   Extractionextracted with CHCl3
4. 4
   OtherThe crude mixture was purified over a SCX cartridge

Procedure

The solid residue obtained in step A was dissolved in ethanol (5 ml) and aqueous solution 2N NaOH (0.67 ml) was added. The mixture was heated at 60° C. for 2 hours, the solvent was evaporated and the solid obtained was suspended in water. The pH was taken to 6.5 and extracted with CHCl3. The crude mixture was purified over a SCX cartridge eluting with MeOH/NH3 10:1 affording 0.070 g (yield 29%) of the expected product.

Source