反应详情

温度

60 °C

A flask containing 1-(tert-butoxycarbonyl)-1H-indol-2-ylboronic acid (2 g, 7.66 mmol), 3-bromo-5-iodopyridine (1.45 g, 5.11 mmol), 2M K2CO3 in water (5.11 mL, 10.21 mmol), PS—Pd(PPh3)4 (2.84 g, 0.255 mmol) is flushed with N2 and dioxane (50 mL) is added. The mixture is stirred at 60° C. for 3 h, whereupon another portion of 3-bromo-5-iodopyridine (300 mg, 1.06 mmol) is added. The mixture is stirred at 60° C. overnight. The mixture is cooled to room temperature and silica gel (20 g) is added. The suspension is concentrated in vacuo and the residue is placed under high vacuum at 60° C. over the weekend. The mixture is purified by silica chromatography eluting with a 1:9 to 7:3 EtOAc-heptane gradient to give 2-(5-bromopyridin-3-yl)-1H-indole. MS (ESI) m/z 273.0, 275.1 (M+H)+.

1. customis flushed with N2 and dioxane (50 mL)
2. additionis added
3. additionis added
4. temperatureThe mixture is cooled to room temperature
5. additionsilica gel (20 g) is added
6. concentrationThe suspension is concentrated in vacuo
7. customis placed under high vacuum at 60° C. over the weekend
8. customThe mixture is purified by silica chromatography
9. washeluting with a 1:9 to 7:3 EtOAc-heptane gradient