化学合成。
化学合成
合成路线 1(1. 合成:98948-91-5)
产率:98%
合成条件:With selenium(IV) oxide In 1,4-dioxane at 60 - 80℃; for 3 h;
实验步骤:2)制备6-溴 - 喹啉-2-甲醛将二氧化硒(1.3g,12mmol,1.3当量)在二恶烷(50mL)中的悬浮液在60℃下加热。 然后引入6-溴喹哪啶(2g,9mmol),使混合物在80℃反应3小时。 冷却至室温后,将混合物在硅藻土上过滤,用二恶烷洗脱并减压浓缩。 得到的产物是纯白色固体(3.3g,> 98%)。分子式:C10H6Br分子量:236.06g.mol“1 NMR:10.17(s,1H,CHO),8.19(d,J = 8.5Hz,1H, H4),8.08(d,J = 9.0Hz,1H,H8),8.04(d,J = 2.0Hz,1H,H5),8.02(d,J = 8.5Hz,1H,H3).ESI m / z: 236(M + H +),268(半缩醛),282(缩醛).Rf = 0.71(环己烷/ EtOAc:3/1)。
参考文献:
- [1] Patent: WO2011/86469, 2011, A1. Location in patent: Page/Page column 25 [2] Angewandte Chemie - International Edition, 2018, vol. 57, # 35, p. 11374 - 11377 [3] Angew. Chem., 2018, vol. 130, p. 11544 - 11547,4 [4] Patent: EP3239143, 2017, A2. Location in patent: Paragraph 0063 [5] Journal of Fluorescence, 2018, vol. 28, # 3, p. 795 - 800 [6] Patent: WO2015/116492, 2015, A1. Location in patent: Page/Page column 68-69 [7] Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 15, p. 4364 - 4374 [8] Chinese Journal of Chemistry, 2016, vol. 34, # 5, p. 519 - 523 [9] Patent: WO2015/49535, 2015, A1. Location in patent: Paragraph 00206 [10] Chemische Berichte, 1957, vol. 90, p. 758,761 [11] Chemische Berichte, 1957, vol. 90, p. 758,761 [12] ChemistryOpen, 2017, vol. 6, # 5, p. 660 - 667 [13] Patent: CN108727416, 2018, A. Location in patent: Paragraph 0183; 0184; 0185