Reaction #2055736

Reaction equation

4-{3-[4-(4-carbamoyl-1-methyl-1H-pyrrol-2-yl)-pyrimidin-2-ylamino]-4-trifluoromethoxy-phenyl}-piperazine-1-carboxylic acid tert-butyl ester

→

title compound

Yield 66.3%

1-methyl-5-[2-(5-piperazin-1-yl-2-trifluoromethoxy-phenylamino)-pyrimidin-4-yl]-1H-pyrrole-3-carboxylic acid amide

Yield 66.3%

Solvents

dioxane

HCl

dioxane

Conditions

Workup

1. 1
   Filtrationthe precipitate collected by filtration
2. 2
   workup.DISSOLUTIONThe precipitate was dissolved in HCl water solution (0.1N, 30 mL)
3. 3
   Washwashed with dichlorometane (50 mL)
4. 4
   OtherThe aqueous layers were collected
5. 5
   Otherthe title compound precipitated by addition of sodium bicarbonate
6. 6
   FiltrationThe aqueous phase was eliminated by filtration
7. 7
   Washthe solid washed with water (10 mL)
8. 8
   Otherdried under vacuo at 30° C.

Procedure

To a solution of 4-{3-[4-(4-carbamoyl-1-methyl-1H-pyrrol-2-yl)-pyrimidin-2-ylamino]-4-trifluoromethoxy-phenyl}-piperazine-1-carboxylic acid tert-butyl ester (176 mg, 0.314 mmol) in dioxane (3 mL), HCl in dioxane solution (4N, 4 mL) were added. The reaction was stirred at room temperature for 6 hours and the precipitate collected by filtration. The precipitate was dissolved in HCl water solution (0.1N, 30 mL) and washed with dichlorometane (50 mL). The aqueous layers were collected and the title compound precipitated by addition of sodium bicarbonate. The aqueous phase was eliminated by filtration, the solid washed with water (10 mL) and dried under vacuo at 30° C. to yield 96 mg (66%) of the title compound as an hazelnut powder.

Source