937049-58-6
937049-58-6 結(jié)構(gòu)式
基本信息
1H-吲哚-6-硼酸頻那醇酯
1H-吲唑-6-硼酸頻哪醇酯
6-(4,4,5,5-四甲基-1,3,2-二氧雜硼烷-2-基)-1H-吲唑
Pinacol ester indazole-6-boronic acid
1H-Indazole-6-boronic acid picol ester
Indazole-6-yl-boronic acid pinacol ester
6-(tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole
6-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-1H-INDAZOLE
1H-Indazole, 6-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-
6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole, 2-(1H-Indazol-6-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
物理化學(xué)性質(zhì)
制備方法
79762-54-2
73183-34-3
937049-58-6
以6-溴-1H-吲唑（700 mg, 3.55 mmol）和聯(lián)硼酸頻那醇酯（1.50 g, 5.91 mmol）為原料，在氮?dú)獗Ｗo(hù)下，將兩者與Pd(dppf)Cl2-DCM（290 mg, 0.36 mmol）和KOAc（1.04 g, 10.6 mmol）混合于DMF（20 mL）中。反應(yīng)混合物在100℃下攪拌15小時(shí)。反應(yīng)完成后，將混合物真空濃縮，殘余物懸浮于EtOAc（30 mL）中，通過硅藻土過濾，濾液濃縮后得到866 mg（產(chǎn)率100%）1H-吲唑-6-硼酸頻哪醇酯，為棕色半固體，無需進(jìn)一步純化即可用于后續(xù)反應(yīng)。LC-MS分析結(jié)果：C13H17BN2O2 + H+ [M + H]+，計(jì)算值245.1，實(shí)測(cè)值245.0。
參考文獻(xiàn)：
[1] Patent: WO2015/140717, 2015, A1. Location in patent: Page/Page column 87; 88
[2] Patent: WO2017/68064, 2017, A1. Location in patent: Page/Page column 182
[3] Journal of Medicinal Chemistry, 2017, vol. 60, # 10, p. 4458 - 4473
[4] Patent: US2007/203143, 2007, A1. Location in patent: Page/Page column 50
[5] RSC Advances, 2017, vol. 7, # 44, p. 27737 - 27746