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With bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II); caesium carbonate In tetrahydrofuran at 100℃; for 0.166667h; Inert atmosphere;
579.B
72 mg (2R)-2- [(5S)-5 -[3 -chloro-2-methyl-4-[2-(4-methylpipcrazin- 1 -yl)ethoxyjphenyl] -6-iodo-thieno [2,3 -dJpyrimidin-4-yl] oxy-3 -(2-methoxyphenyl)propanoic acid (0.10 mmol),66 mg 5-(4,4,5,5 -tetramethyl- 1,3 ,2-dioxaborolan-2-yl)furan-2-carbonitrile (0.30 mmol), 18mg AtaPhos (0.025 mmol) and 98 mg Cs2CO3 (0.30 mmol) were dissolved in a mixture of0.75 mL THF and 0.25 mL water and heated under nitrogen at 100 °C for 10 minutes in a microwave reactor. The crude reaction mixture was diluted with water and the pH was adjusted to 6 by the addition of 2N HC1 solution. The mixture was extracted with DCM, the combined organic phases were dried over Na2SO4 and concentrated under reduced pressure. The crude product was purified via reversed phase chromatography using 25 mM aqueous NH4HCO3 solution and MeCN as eluents to obtain Example 579. HRMS calculated for C35H34C1N506S: 687.1918; found 688.2001 (M-FH).
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