反応 #78849

反応方程式

3,5-dibromopyridine

PPh3

2-pyridinyl zinc chloride

→

title compound

3-Bromo-5-(2-pyridinyl)-pyridine

溶媒

THF

THF

EtOAc

反応条件

後処理

1. 1
   温度the resulting solution was warmed
2. 2
   温度to reflux for 16 h
3. 3
   洗浄washed with water (2×100 mL)
4. 4
   乾燥dried (MgSO4)
5. 5
   ろ過filtered
6. 6
   濃縮was concentrated in vacuo
7. 7
   その他Purification by flash chromatography (EtOAc)

実験手順

A solution of 3,5-dibromopyridine (2.5 g, 10.5 mmol), PPh3 (210 mg, 0.8 mmol) in degassed THF (2 mL) was treated with Pd2(dba)3 (Tris(dibenzylideneacetone)dipalladium (0), 91.5 mg, 0.1 mmol) at 25° C. under N2. A solution of 2-pyridinyl zinc chloride (21 mL, 0.5 M in THF, Aldrich) in THF was added and the resulting solution was warmed to reflux for 16 h. The solution was allowed to cool to room temperature, diluted with EtOAc (200 mL), washed with water (2×100 mL), dried (MgSO4), filtered and was concentrated in vacuo. Purification by flash chromatography (EtOAc) afforded the title compound as a white solid. MS 236 (M+H)+.

出典