Reaction #91656

Reaction equation

2-Bromopyridin-3-ol

3-furan boronic acid

sodium carbonate

→

2-(furan-3-yl)pyridin-3-ol

Yield 27.0%

Solvents

dimethoxyethane water

Conditions

Workup

1. 1
   OtherAfter the completion of the reaction
2. 2
   Filtrationthe reaction mixture was filtered
3. 3
   workup.ADDITIONThe filtrate was added with water
4. 4
   Extractionextracted with ethyl acetate
5. 5
   DryingThe obtained organic layer was dried over magnesium sulfate
6. 6
   Otherpurified by column chromatography (ethyl acetate:hexane=1:3)

Procedure

2-Bromopyridin-3-ol (200 mg, 1.15 mmol), 3-furan boronic acid (574 mg, 1.38 mmol), sodium carbonate (365 mg, 12.8 mmol) and Pd2(dppf)2Cl2 (187 mg, 0.23 mmol) were dissolved in dimethoxyethane/water 2 mL/1 mL, followed by stirring in microwave at 120° C. for 20 minutes. After the completion of the reaction, the reaction mixture was filtered using Celite. The filtrate was added with water, and extracted with ethyl acetate. The obtained organic layer was dried over magnesium sulfate, and purified by column chromatography (ethyl acetate:hexane=1:3) to obtain 2-(furan-3-yl)pyridin-3-ol (50 mg, 27%).

Source