842136-58-7

基本信息
6-氟吡啶-2-硼酸頻哪醇酯
6-氟-2-吡啶硼酸頻哪醇酯
6-Fluoropyridine-2-boronic acid pionacol ester
6-Fluoropyridine-2-boronic acid poinacol ester
2-fluoro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
Pyridine,2-fluoro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
物理化學(xué)性質(zhì)
常見問題列表

144100-07-2

73183-34-3

842136-58-7
以2-溴-6-氟吡啶和聯(lián)硼酸頻那醇酯為原料合成6-氟-2-吡啶硼酸頻哪醇酯的一般步驟:在氮?dú)獗Wo(hù)下,將Pd(dppf)2Cl2·CH2Cl2(102 mg,0.14 mmol)加入到脫氣的2-溴-6-氟吡啶(410 mg,2.33 mmol)、雙(頻哪醇合)二硼(828 mg,3.26 mmol)和KOAc(685 mg,6.99 mmol)的二惡烷(6 mL)溶液中。反應(yīng)混合物在115℃下攪拌加熱1小時。反應(yīng)完成后,冷卻至室溫,通過減壓蒸餾除去溶劑。殘余物用硅膠柱色譜法純化(洗脫劑:二氯甲烷/甲醇,100:0至90:10),收集含目標(biāo)產(chǎn)物的餾分,減壓濃縮后得到6-氟-2-吡啶硼酸頻哪醇酯(400 mg,收率76%)。產(chǎn)物結(jié)構(gòu)經(jīng)1H NMR(400 MHz,CDCl3)確認(rèn):δ 7.78(td,J = 8.1, 7.2 Hz,1H),7.70(ddd,J = 6.9, 2.8, 0.9 Hz,1H),6.98(ddd,J = 8.1, 2.7, 0.9 Hz,1H),1.38(s,12H)。
參考文獻(xiàn):
[1] Patent: US2014/275120, 2014, A1. Location in patent: Paragraph 0531; 0532
[2] Patent: US2009/203705, 2009, A1. Location in patent: Page/Page column 43
[3] Patent: WO2012/101063, 2012, A1. Location in patent: Page/Page column 143-144
[4] Patent: WO2012/101064, 2012, A1. Location in patent: Page/Page column 185
[5] Patent: WO2014/139328, 2014, A1. Location in patent: Page/Page column 403