반응 #68669

반응 방정식

water

4,4,5,5-tetramethyl-2-vinyl-1,3,2-dioxaborolane

tert-butyl (6-chloro-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methylcarbamate

cesium carbonate

→

title compound

수율 96.4%

tert-butyl (6-vinyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methylcarbamate

수율 96.4%

용매

dioxane

반응 조건

후처리

1. 1
   농축concentrated
2. 2
   기타purified directly via MPLC (DCM/MeOH+1% NH4OH)

실험 절차

To an argon purged flask were added 4,4,5,5-tetramethyl-2-vinyl-1,3,2-dioxaborolane (7.65 ml, 45.1 mmol), tert-butyl (6-chloro-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methylcarbamate (3.20 g, 11.3 mmol), cesium carbonate (11.0 g, 33.8 mmol), and PdCl2(dppf)-CH2Cl2 (0.461 g, 0.564 mmol). The mixture was dissolved in 38 mL of dioxane and 4 mL of water (0.25M 10:1) and was heated to 80° C. for 12 h. The mixture was cooled to room temperature, concentrated, and purified directly via MPLC (DCM/MeOH+1% NH4OH) to afford the title compound (3.0 g, 95% yield).

출처