Department of Organic Chemistry, Faculty of Science, Palacký University, 17. listopadu 1192/12, 771 46 Olomouc, Czech Republic.
Institute of Molecular and Translation Medicine, Faculty of Medicine, Palacký University, Hněvotínská 5, 779 00 Olomouc, Czech Republic.
Molecules. 2018 Jan 12;23(1):149. doi: 10.3390/molecules23010149.
The cyclin-dependent kinase inhibitor, CAN508, was protected with di--butyl dicarbonate to access the amino-benzoylated pyrazoles. The bromo derivatives were further arylated by Suzuki-Miyaura coupling using the XPhos Pd G2 pre-catalyst. The coupling reaction provided generally the -substituted benzoylpyrazoles in the higher yields than the -substituted ones. The Boc groups were only utilized as directing functionalities for the benzoylation step and were hydrolyzed under conditions of Suzuki-Miyaura coupling, which allowed for elimination of the additional deprotection step.
细胞周期蛋白依赖性激酶抑制剂 CAN508 用二--丁基碳酸酯保护，以获得氨基苯甲酰基吡唑。溴代衍生物进一步通过 Suzuki-Miyaura 偶联使用 XPhos Pd G2 前催化剂进行芳基化。与 -取代的苯甲酰基吡唑相比，偶联反应通常提供更高产率的 -取代的苯甲酰基吡唑。Boc 基团仅作为苯甲酰化步骤的导向官能团，在 Suzuki-Miyaura 偶联条件下被水解，这允许消除额外的脱保护步骤。
