Реакция #176

ord-78ee6abad7ea4585a19ca47439cdac57

Уравнение реакции

COC(=O)c1ccc(OCc2ncccc2Br)cc1
COC(=O)c1ccc(OCc2ncc
CN1CCNCC1
CN1CCNCC1
COC(=O)c1ccc(OCc2ncccc2N2CCN(C)CC2)cc1
COC(=O)c1ccc(OCc2ncc
Выход 64.2%

Растворители

Условия реакции

Температура
100°CELSIUS

Методика

A mixture of methyl 4-((3-bromopyridin-2-yl)methoxy)benzoate (360 mg, 1.12 mmol), Pd2dba3 (205 mg, 0.22 mmol), BINAP (278 mg, 0.45 mmol), cesium carbonate (728 mg, 2.23 mmol) and 1-methylpiperazine (168 mg, 1.68 mmol) in DMA (10 mL) was stirred at 100 °C for overnight. Sat. NaHCO3 aq was added to the mixture, extracted with ethyl acetate three times, the combined organics were dried over anhydrous Na2SO4, filtered, the filtrate was conc. in vacuo, the residue was purified with ISCO (50% ethyl acetate in hexant to 100% ethyl acetate to 40% mthanol in ethyl acetate) to yield a brown oil as methyl 4-((3-(4-methylpiperazin-1-yl)pyridin-2-yl)methoxy)benzoate (245 mg, 64.2 %).

Источник

750 AstraZeneca ELN dataset