Reaction #502098

Reaction equation

5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-ylamine

2-bromo-1-(4-chlorophenyl)ethanone

sodium hydrogen carbonate

→

compound

Yield 93.2%

2-(4-Chlorophenyl)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)imidazo[1,2-a]pyridine

Yield 93.2%

Solvents

n-propanol

Conditions

Workup

1. 1
   workup.WAITThe reaction mixture is left
2. 2
   Temperatureto cool
3. 3
   Concentrationconcentrated under reduced pressure
4. 4
   Otherthe organic phase is then separated
5. 5
   Dryingdried over magnesium sulphate
6. 6
   Otherthe solvent is then evaporated off under reduced pressure

Procedure

2.5 g of 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-ylamine and 2.65 g of 2-bromo-1-(4-chlorophenyl)ethanone in 76 ml of n-propanol are placed in a round-bottomed flask. 1.33 g of sodium hydrogen carbonate are added thereto. The mixture is heated at 80° C. for 16 h. The reaction mixture is left to cool and concentrated under reduced pressure. The residue is taken up between water and ethyl acetate, the organic phase is then separated by settling out and dried over magnesium sulphate, and the solvent is then evaporated off under reduced pressure. 3.75 g of compound are obtained.

Source