1423-61-6 7-Bromobenzo[b]thiophene 12045538, abenzothiophene compound, is more and more widely used in various.
1423-61-6, 7-Bromobenzo[b]thiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
Preparation 24; 4-Benzo[?]thiophen-7-yl-3-methoxymethoxy-pyridine; Solution A: Treat a solution of 3 -methoxymethoxy -pyridine (2.5 g, 18 mmol) in diethyl ether (90 mL) at -70 0C with tert-butyl lithium (1.7 M in pentane, 10 mL, 18 mmol) dropwise over 10 min. Stir the mixture at -70 0C for 40 min and add a solution of -14-triisopropyl borate (5 mL, 22 mmol) in THF (10 mL) dropwise over 5 min. Stir the mixture at -70 0C for one hour and then remove the ice bath and allow the mixture to slowly warm to room temperature.Solution B: Treat a solution of 7-bromo-benzo[]thiophene (3.8 g, 18 mmol), 2- (di-tert-butylphosphino)biphenyl (268 mg, 0.90 mmol), [1,1 ‘- bis(diphenylphosphino)ferrocene]dichloropalladium(II), complex with dichloromethane (1 : 1) (732 mg, 0.90 mmol) in 1,4-dioxane (30 mL) with 2 M aqueous sodium carbonate (72 mL, 36 mmol). Once solution A reaches room temperature, heat the solution to 80 0C. Treat solution B with solution A dropwise over 10 min. Heat the combined solution to 85 0C for 5 hours. Cool the mixture to room temperature and dilute with ethyl acetate and water. Wash the organic phase with water and saturated aqueous sodium chloride, dry over sodium sulfate, filter, and concentrate in vacuo. Purify the crude product by column chromatography on 120 g silica gel eluting with a gradient of dichloromethane to ethyl acetate to give the title compound (3.8 g) containing some starting 3 -methoxymethoxy -pyridine. Use product without further purification. 1H NMR (400 MHz, CDCl3) delta 8.68 (s, IH), 8.42 (d, J= 4 Hz, IH), 7.88 (d, J= 8 Hz, IH), 7.33- 7.50 (m, 5H), 5.12 (s, 2H), 3.36 (s, 3H).
1423-61-6 7-Bromobenzo[b]thiophene 12045538, abenzothiophene compound, is more and more widely used in various.
Reference£º
Patent; ELI LILLY AND COMPANY; WO2008/76704; (2008); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem