反应详情

温度

125 °C

Combine 5-(5-bromo-thiazol-2-yl)-1-methyl-1H-[1,2,4]triazole (6.5 g, 23 8 mmol) and 2,5-dimethyl-7-(1-propyl-butyl)-pyrazolo[1,5-a]pyrimidine (6 g, 24 5 mmol) in N-methylpyrrolidinone (58 mL) and stir to complete solution under nitrogen. Then add tetra-N-butylammonium bromide (5.47 g, 16.7 mmol) and potassium acetate (11.8 g, 119 mmol) and heat the mixture to 100° C. under a nitrogen atmosphere. Degas the hot mixture by three cycles of vacuum/nitrogen purge. Then add palladium acetate (216 mg, 0.94 mmol) and tris(2,4-di-tert-butyl-phenyl)-phosphane (787 mg, 1.2 mmol). Heat the mixture 4 h at 125° C. under nitrogen. Cool the mixture to 22° C. and add to water (750 mL). Extract the aqueous layer with methyl-t-butyl ether (3×200 mL), combine the organic portions, and evaporate. Purify the residue by filtration through a silica gel pad eluting with hexanes/ethyl acetate (4/1). Combine the product containing fractions and evaporate the solvent to afford the title compound (7 g, 72%). ES/MS m/z 410 (M+1)+.

1. customDegas the hot mixture by three cycles of vacuum/nitrogen
2. custompurge
3. temperatureCool the mixture to 22° C.
4. extractionExtract the aqueous layer with methyl-t-butyl ether (3×200 mL)
5. customevaporate
6. customPurify the residue
7. filtrationby filtration through a silica gel pad
8. washeluting with hexanes/ethyl acetate (4/1)
9. additionCombine the product containing fractions
10. customevaporate the solvent