Reacción #2186204
ord-962f677f8f5d4da8804e192289d9fb6e
Ecuación de reacción
3-Benzothiazol-2-yl-7-piperazin-1-yl-chromen-2-one
cesium carbonate
→
desired product
Rendimiento 47.3%
3-Benzothiazol-2-yl-7-(4-methyl-piperazin-1-yl)-chromen-2-one
Rendimiento 47.3%
Reactivos
Ninguno
Disolventes
Condiciones de reacción
Condiciones detalladas
See reaction.notes.procedure_details.
Tratamiento posterior
- 1Temperaturacooled below 5° C.
- 2workup.ADDITIONtreated with 1 eq (0.018 mL) Mel
- 3Lavadowashed twice with ice-water
- 4OtroThe organic phase is evaporated
- 5Otrothe residue column chromatographed (silica gel, dichloromethane/EtOH 9:1)
- 6OtroRecrystallization from methanol/dichloromethane
Procedimiento
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.