Reacción #180

ord-7ef9bb9d04ab4703a01fe4c2dfba9490

Ecuación de reacción

Cc1cc(F)ccc1Br
Cc1cc(F)ccc1Br
CC(C)(C)OC(=O)N1CCNCC1
CC(C)(C)OC(=O)N1CCNC
Cc1cc(F)ccc1N1CCN(C(=O)OC(C)(C)C)CC1
Cc1cc(F)ccc1N1CCN(C(
Rendimiento 16.0%

Disolventes

Condiciones de reacción

Temperatura
110°CELSIUS

Procedimiento

In a 200ml flask was added 1-bromo-4-fluoro-2-methylbenzene (2 g, 10.58 mmol) and TERT-BUTYL 1-PIPERAZINECARBOXYLATE (2.365 g, 12.70 mmol), CESIUM CARBONATE (5.17 g, 15.87 mmol) , BINAP (0.791 g, 1.27 mmol) 18-CROWN-6 (0.336 g, 1.27 mmol), followed by toluene (25 ml). Degass the mixture. TRIS(DIBENZYLIDENEACETONE)DIPALLADIUM(0) (0.581 g, 0.63 mmol) was added. Heat at 110oC under nitrogen in an oil bath for overnight. The reaction mixture was diluted with ethyl acetate and filtered through celite. The Celite was washed with EtOAC. The EtOAC was concentrated down to give a brown oil. The crude product was purified by silica gel column(40g) and was eluted with 0% EtOAC/Hexane -50% EtOAC/Hexane. Yield: 0.5g Yellow oil.

Fuente

750 AstraZeneca ELN dataset