Reaktion #9824

Reaktionsgleichung

tosyl chloride

product

3-(2-bromo-phenyl)-7-(2-hydroxymethyl-2,3-dihydro-benzo[1,4]dioxin-6-ylamino)-1-methyl-3,4-dihydro-1H-pyrimido[4,5-d]pyrimidin-2-one

tosyl chloride

pyridine

→

title compound

Ausbeute 26.4%

3-(2-bromo-phenyl)-3,4-dihydro-7-[2-(p-toluenesulfonyl)oxymethyl-benzodioxane-6-yl]amino-1-methyl-pyrimido[4,5-d]pyrimidin-2(1H)-one

Ausbeute 26.4%

Lösungsmittel

CHCl3

CHCl3

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGThe mixture was stirred 1 hr at 60° C.
2. 2
   workup.STIRRINGstirring
3. 3
   workup.WAITwas continued at room temperature for 16 hrs
4. 4
   Waschenwashed with 0.5 M HCl
5. 5
   Sonstigedried
6. 6
   Sonstigeevaporated

Vorschrift

520 mg of the product from example 1 were dissolved in 20 ml CHCl3. 213 mg tosyl chloride and 13 mg 4-dimethylaminopyridine were added and the mixture was cooled to 5° C. 166 mg pyridine were added dropwise and stirring was continued at room temperature for 3 hrs. The mixture was stirred 1 hr at 60° C., then another 105 mg tosyl chloride were added and stirring was continued at room temperature for 16 hrs. The mixture was diluted with 50 ml CHCl3 and washed with 0.5 M HCl, dried and evaporated. Chromatography on silica yielded 180 mg of the title compound.

Quelle