Reacción #487

ord-c9c2650e754c4141a34b6871c226f8e2

Ecuación de reacción

Cc1ccc(C2CN(C)Cc3ccc(Cl)nc3O2)nc1
Cc1ccc(C2CN(C)Cc3ccc
COc1nc(N)ccc1-c1cnn(C)c1
COc1nc(N)ccc1-c1cnn(
COc1nc(Nc2ccc3c(n2)OC(c2ccc(C)cn2)CN(C)C3)ccc1-c1cnn(C)c1
COc1nc(Nc2ccc3c(n2)O
Rendimiento 67.7%

Disolventes

Condiciones de reacción

Temperatura
100°CELSIUS

Procedimiento

6-methoxy-5-(1-methyl-1H-pyrazol-4-yl)pyridin-2-amine (0.112 g, 0.55 mmol), 6-methoxy-5-(1-methyl-1H-pyrazol-4-yl)pyridin-2-amine (0.112 g, 0.55 mmol), Sodium tert-butoxide (0.079 g, 0.82 mmol), rac-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (0.034 g, 0.05 mmol) and Tris(dibenzylideneacetone)dipalladium(0) (0.025 g, 0.03 mmol) were added to a microwave vial then toluene (3 mL) was added. The reaction mixture was flushed with nitrogen and the mixture was heated to 100°C and stirred overnight. The reaction was complete. The solids were filtered off and washed with DCM. The organic solution was extracted by sat NaHCO3 solution. The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated. The crude product was purified by column chromatography using DCM : [DCM:MeOH:NH3=90:10:1] = 100:0 to 20:80 as gradient. Yellow foam.

Fuente

750 AstraZeneca ELN dataset