Reacción #41939

Ecuación de reacción

6-Bromo-3-methanesulfonyl-2-methyl-4-morpholin-4-yl-quinoline

compound

6-Bromo-3-methanesulfonyl-2-methyl-4-morpholin-4-yl-quinoline

cesium carbonate

piperidine

→

solid

Rendimiento 79.0%

3-Methanesulfonyl-2-methyl-4-morpholin-4-yl-6-piperidin-1-yl-quinoline

Rendimiento 79.0%

Disolventes

tert.-butanol

heptane

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroA tube placed under argon
2. 2
   OtroThe tube was sealed
3. 3
   TemperaturaThe reaction mixture was cooled to 20° C.
4. 4
   Filtraciónfiltered through dicalite
5. 5
   Otropurified directly by flash chromatography on silica gel in heptane/ethyl acetate 80:20

Procedimiento

A tube placed under argon was charged with tris(dibenzylideneacetone)dipalladium chloroform complex (11 mg, 0.010 mmol), 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl (10 mg, 0.021 mmol) and cesium carbonate (1.3 g, 3.99 mmol). 6-Bromo-3-methanesulfonyl-2-methyl-4-morpholin-4-yl-quinoline (compound of example 6) (200 mg, 0.52 mmol) in tert.-butanol (10 ml) was added, followed by piperidine (0.053 g, 0.62 mmol). The tube was sealed and heated at 110° C. for 2 h. The reaction mixture was cooled to 20° C., diluted with heptane, filtered through dicalite and purified directly by flash chromatography on silica gel in heptane/ethyl acetate 80:20 to give a yellow solid (160 mg, 79%). MS: m/z=390 (M+H).

Fuente