2,4,6-Trimethylpyridine → (6-Bromo-imidazo[1,2-a]pyridin-2-yl)-carbamic acid phenyl ester

Participants

Reaction Conditions

Reaction Steps

To a solution of 6-bromo-imidazo[1,2-a]pyridin-2-ylamine (Intermediate A1)(6.2 g, 29.2 mmol) in THF (400 ml) is added 2,4,6-trimethylpyridine (5.8 ml, 43.9 mmol). The reaction mixture is cooled to 0° C. (ice-bath) and treated dropwise with a solution of phenyl chloroformate (3.85 ml, 30.7 mmol) in THF (50 ml) over 15 minutes. The reaction mixture is stirred overnight, at room temperature, quenched with water and stirred for a further 5 minutes resulting in a white precipitate. The solid is collected by filtration and dried under vacuum (40° C.) overnight to afford the title compound [MH+ 331.99 and 333.99].

Provenance & Evidence