Methyl 2-tert-butylimidazo-[1,2-a]pyridine-6-carboxylate synthesis

Yield:1003577-82-9 30%

Reaction Conditions:

with Sodium hydrogenocarbonate in methanol; for 18 h;Heating / reflux;

Steps:

1

A mixture of methyl 6-aminonicotinate (1.50 g, 9.86 mmol) , l-bromo-3, 3-dimethylbutan-2-one (1.77 g, 9.86 mmol), and NaHCO₃ (0.828 g, 9.86 mmol) in MeOH (30 iaL) was heated at reflux for 18 hours. The mixture was cooled and concentrated to a residue. The residue was diluted with AcOEt, and the solution was washed with water and brine, dried over Na₂SO₄, and concentrated to a residue. This residue was crystallized from AcOEt/EtOH to afford methyl 2-tert-butylimidazo [1, 2- a] pyridine-6-carboxylate (0.690 g, 30%) as a solid: m/e (APCI pos) 233 [M+H] .

References:

WO2008/11130,2008,A2 Location in patent:Page/Page column 158