Реакция #745

ord-a7c71c7b356644fcbb6f6b90814539ca

Уравнение реакции

COc1cc(I)ccc1Br
COc1cc(I)ccc1Br
CN(C)CCN
CN(C)CCN
COc1cc(NCCN(C)C)ccc1Br
COc1cc(NCCN(C)C)ccc1
Выход 45.6%

Растворители

Условия реакции

Температура
80°CELSIUS

Методика

A solution of 1-bromo-4-iodo-2-methoxybenzene (0.63 g, 2.01 mmol) dissolved in toluene (15.73 ml) was treated with N1,N1-dimethylethane-1,2-diamine (0.177 g, 2.01 mmol), SODIUM TERT-BUTOXIDE (0.232 g, 2.42 mmol), XANTPHOS (0.116 g, 0.20 mmol) and TRIS(DIBENZYLIDENEACETONE)DIPALLADIUM(0) (0.046 g, 0.05 mmol) under nitrogen. The resulting mixture was stirred at 80 °C in a sealed tube for 2 hours. The reaction mixture was diluted with water (200 mL), and extracted with ethyl acetate (200 mL). The organic was dried over MgSO4, filtered and evaporated to afford crude product. The crude product was purified by flash silica chromatography, elution 0-10% methanol in dcm. Pure fractions were evaporated to dryness to afford N1-(4-bromo-3-methoxyphenyl)-N2,N2-dimethylethane-1,2-diamine (0.251 g, 45.6 %) as a brown oil.

Источник

750 AstraZeneca ELN dataset