Reaction #4438

Reaction equation

chloroform

4-(4-aminophenylamino)-6-(3,4-dimethoxyphenyl)-2-methylpyrimidine

methanesulfonyl chloride

triethylamine

→

6-(3,4-dimethoxyphenyl)-4-(4-mesylaminophenylamino)-2-methylpyrimidine

Solvents

1,2-dichloroethane

Conditions

Workup

1. 1
   Temperaturethe mixture was refluxed for 3 hours
2. 2
   TemperatureAfter cooled
3. 3
   Washwashed with water
4. 4
   DryingThe solution was dried over magnesium sulfate
5. 5
   Otherevaporated
6. 6
   Otherchromatographed on silica gel eluting with chloroform

Procedure

To a solution of 4-(4-aminophenylamino)-6-(3,4-dimethoxyphenyl)-2-methylpyrimidine (1.0 g) in 1,2-dichloroethane (20 ml) were added methanesulfonyl chloride (0.28 ml) and triethylamine (0.83 ml) and the mixture was refluxed for 3 hours. After cooled, chloroform (50 ml) was added thereto, and washed with water. The solution was dried over magnesium sulfate, evaporated, and chromatographed on silica gel eluting with chloroform to give 6-(3,4-dimethoxyphenyl)-4-(4-mesylaminophenylamino)-2-methylpyrimidine (0.45 g).

Source