反应详情

To 7-([1,2,4]triazol-1-ylmethyl)imidazo[1,2-α]pyrimidine (3.38 g, 16.9 mmol) in methanol (300 ml) saturated with potassium bromide was added sodium acetate (4.16 g, 50.7 mmol). This mixture was cooled (−10° C.) and bromine (2.70 g, 16.9 mmol) added dropwise over a five minute period. Stirring at this temperature was continued for 15 min before quenching the reaction with 5% (w/v) sodium sulphite solution (20 ml). Mixture was stirred for 15 min and methanol removed under reduced pressure. Residue was partitioned between dichloromethane (100 ml) and saturated sodium hydrogencarbonate solution (100 ml). Product was extracted into dichloromethane (4×100 ml) then the combined organic extracts were washed with brine (300 ml) and dried over anhydrous magnesium sulphate. Drying agent was removed by filtration and filtrate dried under reduced pressure to give 3-bromo-7-([1,2,4]triazol-1-ylmethyl)imidazo[1,2-α]pyrimidine (4.60 g, 97%) as a pale yellow solid: δH (360 MHz, d6-DMSO) 5.69 (2H, s), 7.06 (1H, d, J 7), 7.88 (1H, s), 8.05 (1H, s), 8.74 (1H, s), 8.80 (1H, d, J 7); m/z (ES+) 279, 281 (M++H).

1. additionadded dropwise over a five minute period
2. custombefore quenching
3. customthe reaction with 5% (w/v) sodium sulphite solution (20 ml)
4. stirringMixture was stirred for 15 min
5. custommethanol removed under reduced pressure
6. customResidue was partitioned between dichloromethane (100 ml) and saturated sodium hydrogencarbonate solution (100 ml)
7. extractionProduct was extracted into dichloromethane (4×100 ml)
8. washthe combined organic extracts were washed with brine (300 ml)
9. dry with materialdried over anhydrous magnesium sulphate
10. customDrying agent
11. customwas removed by filtration and filtrate
12. customdried under reduced pressure