Réaction #142

ord-8b6e9d49ac804667b43344fcaf4ab862

Équation de réaction

COc1ccc(Br)cc1[N+](=O)[O-]
COc1ccc(Br)cc1[N+](=
CC(=O)N1CCNCC1
CC(=O)N1CCNCC1
COc1ccc(N2CCN(C(C)=O)CC2)cc1[N+](=O)[O-]
COc1ccc(N2CCN(C(C)=O
Rendement 29.9%

Solvants

Conditions de réaction

Température
100°CELSIUS

Mode opératoire

4-bromo-1-methoxy-2-nitrobenzene (30 g, 129.29 mmol), 1-(piperazin-1-yl)ethanone (16.57 g, 129.29 mmol), cesium carbonate (84 g, 258.59 mmol),diacetoxypalladium (2.322 g, 10.34 mmol) and (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (8.98 g, 15.52 mmol) in dioxane (200 mL) were degazed with nitrogen and stirred at 100°C for 1 hour. The reaction mixture was allowed to cool to room temperature, water (1000mL) was added and mixture was filtered on celite. The aq. layer was extracted with CH2Cl2 (2X500mL). The organic layer was dried on MgSO4, filtered and concentrated to dryness to afford the crude product. This product was purified by flash chromatography on silica gel eluting with ethyl acetate - methanol (92-8), the solvents were evaporated to dryness to afford 1-(4-(4-methoxy-3-nitrophenyl)piperazin-1-yl)ethanone (10.80 g, 29.9 %)

Source

750 AstraZeneca ELN dataset