Реакция #502

ord-41816b2f53f7429c8faade84ae4a9bb3

Уравнение реакции

COC(=O)c1ccc(I)c(Br)c1
COC(=O)c1ccc(I)c(Br)
C1COCCN1
C1COCCN1
COC(=O)c1ccc(N2CCOCC2)c(Br)c1
COC(=O)c1ccc(N2CCOCC
Выход 32.5%

Растворители

Условия реакции

Температура
110°CELSIUS

Методика

To a solution of methyl 3-bromo-4-iodobenzoate (1.981 g, 5.81 mmol) in DME (10 mL) were morpholine (0.559 mL, 6.39 mmol), rac-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (0.362 g, 0.58 mmol), Palladium acetate (0.130 g, 0.58 mmol) and CESIUM CARBONATE (3.79 g, 11.62 mmol) added. The mixture was heated in the microwave oven for 12h at 110°C. The solids were filtered off through celite, the solvent was evaporated and the crude product was added to a silica gel column, 0-30% EtOAc in heptane yielding methyl 3-bromo-4-morpholinobenzoate (0.566 g, 32.5 %)

Источник

750 AstraZeneca ELN dataset