Reaction #87368

Reaction equation

4-(1-ethoxyvinyl)-N-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-6-((3,3,3-trifluoropropoxy)methyl)pyrimidin-2-amine

water

HCl

→

title compound

1-(2-(3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)phenylamino)-6-((3,3,3-trifluoropropoxy)methyl)pyrimidin-4-yl)ethanone

Solvents

dioxane

Conditions

Workup

1. 1
   OtherThe solvents were evaporated
2. 2
   workup.ADDITIONSodium bicarbonate (aq, 50% saturated) was added
3. 3
   Extractionthe mixture was extracted with DCM
4. 4
   OtherThe organic phase was separated on phase separator
5. 5
   Otherevaporated

Procedure

To a solution of 4-(1-ethoxyvinyl)-N-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-6-((3,3,3-trifluoropropoxy)methyl)pyrimidin-2-amine (93 mg, 0.19 mmol) in dioxane (13.5 mL) was added water (0.9 mL) and HCl (0.048 mL, 0.58 mmol). The mixture was stirred at 50° C. for 20 minutes. The solvents were evaporated. Sodium bicarbonate (aq, 50% saturated) was added and the mixture was extracted with DCM. The organic phase was separated on phase separator and evaporated to give the title compound as a gum, 85 mg (97%).

Source