反应详情

温度

22 °C

To a solution of 2,5-dimethyl-3-[2-(2-methyl-2H-[1,2,4]triazol-3-yl)-thiazol-5-yl]-7-(1-propyl-butyl)-pyrazolo[1,5-a]pyrimidine (6 g, 14.65 mmol) in acetonitrile (60 mL) add N-bromosuccinimide (2.74 g, 15.4 mmol) in one portion and stir at 22° C. for 10 h. Evaporate the solvent and dissolve the residue in a mixture of water (50 mL) and methyl-t-butyl ether (100 mL). Separate the organic layer and extract the aqueous layer with additional methyl-t-butyl ether (2×50 mL). Combine the organic portions and evaporate the solvent. Purify the resulting material by filtration through a silica gel pad, eluting with hexanes/ethyl acetate (3/1). Combine the product containing fractions and evaporate the solvent. Add heptanes (25 mL) and triturate the solid. Filter the solid and dry under vacuum to afford the title compound (5.5 g, 77%). ES/MS m/z (79Br/81Br) 488/490 (M+1)+.

1. customEvaporate the solvent
2. dissolutiondissolve the residue
3. additionin a mixture of water (50 mL) and methyl-t-butyl ether (100 mL)
4. customSeparate the organic layer
5. extractionextract the aqueous layer with additional methyl-t-butyl ether (2×50 mL)
6. customCombine the organic portions and evaporate the solvent
7. customPurify the resulting material
8. filtrationby filtration through a silica gel pad
9. washeluting with hexanes/ethyl acetate (3/1)
10. additionCombine the product containing fractions
11. customevaporate the solvent
12. customAdd heptanes (25 mL) and triturate the solid
13. filtrationFilter the solid
14. customdry under vacuum