反应详情

Dry dioxane (10.00 ml) was degassed by bubbling with argon in an ultrasonic bath, then added to a sealed microwave vial containing a mixture of 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (Xantphos) (0.38 g, 0.66 mmol), palladium dibenzylideneacetone chloroform complex (0.21 g, 0.20 mmol), pyridin-3-ylamine (0.19 g, 2.00 mmol), 5-bromo-2-methyl-thiazole-4-carboxylic acid methyl ester (0.47 g, 2.00 mmol) and cesium carbonate (1.16 g, 6.00 mmol). The mixture was stirred for 10 min, then a few drops of 1-butyl-3-methylimidazolium hexafluorophosphate were added and the vial was irradiated in a microwave oven at 150° C. for 15 min. The volatiles were then removed under vacuum, and the residue was purified by flash chromatography (heptane/ethyl acetate), yielding 2-methyl-5-(pyridin-3-ylamino)-thiazole-4-carboxylic acid methyl ester (0.47 g, 94%), as a yellow solid, MS (ISP): m/e=250.1 (M+H+).

1. customDry dioxane (10.00 ml) was degassed
2. customby bubbling with argon in an ultrasonic bath
3. additionadded to a sealed microwave vial
4. additioncontaining
5. customthe vial was irradiated in a microwave oven at 150° C. for 15 min
6. customThe volatiles were then removed under vacuum
7. customthe residue was purified by flash chromatography (heptane/ethyl acetate)