反应详情

温度

50 °C

3-[(7-Bromo-imidazo[1,2-a]pyridine-3-carbonyl)-amino]-4-fluoro-benzoic acid methyl ester (step 1) (1200 g, 3.060 mol), 1-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (commercially available) (764 g, 3.67 mol), PdCl2(dppf).CH2Cl2 (75.0 g, 91.8 mmol) in dioxane (10 L) and aqueous Na2CO3 (2 N, 4.6 L) were heated to reflux for 6 hr. The reaction mixture was cooled to 50° C. and filtered. The filtrate was heated to reflux, to which was added AcOH (600 g, 10.0 mol) was added dropwise. During the course of addition solids came out of solution to give pale pink slurry. After addition the mixture was slowly cooled to RT and filtered. To the filter cake was added dioxane (20 L) followed by heating to reflux to obtain a solution. The solution was cooled to RT and filtered to provide the title compound as a white solid;

1. temperatureto reflux for 6 hr
2. filtrationfiltered
3. temperatureThe filtrate was heated
4. temperatureto reflux, to which
5. additionwas added dropwise
6. additionDuring the course of addition solids
7. customto give pale pink slurry
8. additionAfter addition the mixture
9. temperaturewas slowly cooled to RT
10. filtrationfiltered
11. additionTo the filter cake was added dioxane (20 L)
12. temperatureby heating
13. temperatureto reflux
14. customto obtain a solution
15. temperatureThe solution was cooled to RT
16. filtrationfiltered