Réaction #2186204

Équation de réaction

3-Benzothiazol-2-yl-7-piperazin-1-yl-chromen-2-one

cesium carbonate

→

desired product

Rendement 47.3%

3-Benzothiazol-2-yl-7-(4-methyl-piperazin-1-yl)-chromen-2-one

Rendement 47.3%

Solvants

dichloromethane

DMF

Conditions de réaction

Traitement

1. 1
   Températurecooled below 5° C.
2. 2
   workup.ADDITIONtreated with 1 eq (0.018 mL) Mel
3. 3
   Lavagewashed twice with ice-water
4. 4
   AutreThe organic phase is evaporated
5. 5
   Autrethe residue column chromatographed (silica gel, dichloromethane/EtOH 9:1)
6. 6
   AutreRecrystallization from methanol/dichloromethane

Mode opératoire

100 mg (0.28 mmol) 3-Benzothiazol-2-yl-7-piperazin-1-yl-chromen-2-one were dissolved in 15 mL DMF and treated under argon with 183 mg (2 eq.) cesium carbonate, cooled below 5° C. and treated with 1 eq (0.018 mL) Mel. After stirring for 4 h, the reaction mixture is diluted with 100 mL dichloromethane and washed twice with ice-water. The organic phase is evaporated and the residue column chromatographed (silica gel, dichloromethane/EtOH 9:1). Recrystallization from methanol/dichloromethane yields 50 mg (47%) desired product as an orange powder.

Source