With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.51417-51-7,7-Bromoindole,as a common compound, the synthetic route is as follows.
51417-51-7, To a solution of 7-bromoindole (1.9 g, 9.692 mmol) in dry DMF (20 mE) was added 60% NaH (581 mg, 14.5 mmol) at 00 C. The mixture was stirred at 00 C. for 30 mm. SEM-Cl (1.78 g, 10.7 mmol) was added at 00 C. The mixture was stirred at rt (15 C.) for 20 hrs. TEC (petroleum ether EtOAc=8: 1) showed most of SM was consumed and a good spot was formed. The mixture was poured into water (40 mE) and extracted with EtOAc (30 mEx3). The extract was washed with brine (30 mE), dried over Na2504 and concentrated in vacuo to afford crude (3 g). The crude was purified by silica gel chromatography eluted with EtOAc in petroleum ether from 0-10% to afford JJ-1 (2.3 g, 72.7%) as a colorless oil. HNMR showed about 10% of SM was remaining. ?H NMR (400 MHz, CDC13) oe ppm 7.56 (d, J=8.0 Hz, 1H), 7.40 (d, J=7.5 Hz, 1H), 7.19 (d, J=3.3 Hz, 1H), 7.01-6.95 (m, 1H), 6.53 (d, J=3.3 Hz, 1H), 5.88-5.83 (m, 2H), 3.55-3.46 (m, 2H),0.94-0.87 (m, 2H), -0.04–0.10 (m, 9H).
51417-51-7 7-Bromoindole 2757020, aindole-building-block compound, is more and more widely used in various fields.
Reference£º
Patent; Pfizer Inc.; Tatlock, John Howard; McAlpine, Indrawan James; Tran-Dube, Michelle Bich; Rui, Eugene Yuanjin; Wythes, Martin James; Kumpf, Robert Arnold; McTigue, Michele Ann; (181 pag.)US2016/244475; (2016); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles