Reaction #40359

Reaction equation

methyl ethyl amine

[4-(4-Amino-2,5-dimethyl-phenoxy)-pyrimidin-2-yl]-methyl-phenyl-amine

trimethoxymethane

p-toluene sulfonic acid

→

N′-{2,5-dimethyl-4-[2-(methyl-phenyl-amino)-pyrimidin-4-yloxy]-phenyl}-N-ethyl-N-methyl-formamidine

Conditions

Workup

1. 1
   workup.ADDITIONwere added
2. 2
   TemperatureThe reaction mixture was refluxed for 2 hrs
3. 3
   Concentrationconcentrated in vacuo
4. 4
   Otherwas evaporated
5. 5
   Otheryielded 280 mg (89%) with a purity of 87%

Procedure

To a mixture of 252 mg (0.7 mmol) of [4-(4-Amino-2,5-dimethyl-phenoxy)-pyrimidin-2-yl]-methyl-phenyl-amine and 4 ml of trimethoxymethane, 20 mg of p-toluene sulfonic acid were added. The reaction mixture was refluxed for 2 hrs and concentrated in vacuo. The mixture was solved in 10 ml of dichloromethane and 62 mg (1.05 mmol) methyl ethyl amine was added. After stirring 18 hrs at ambient temperature the mixture was evaporated and yielded 280 mg (89%) with a purity of 87%; log P (pH 2.3)=1.61.

Source