Electric Literature of 89640-55-1 ,Some common heterocyclic compound, 89640-55-1, molecular formula is C6H6INO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.
Step 2: tert-Butyl (1-(4-((4-methoxypyridin-3-yl)ethynyl)phenyl)cyclobutyl)carbamate: To a solution of 3-iodo-4-methoxypyridine (500 mg, 2.127 mmol) in anhydrous triethylamine (9ml) was added bis(tert-butylphosphine)palladium(0) (65 mg, 0.128 mmol) and copper(l) iodide (12.2 mg, 0.064 mmol). The reaction mixture was degassed with N2 for 10 min before being cooled to 0C. A degassed solution of tert-butyl 1-(4- ethynylphenyl)cyclobutylcarbamate (635 mg, 2.34 mmol) in TEA (2 ml) was added dropwise to the cooled reaction mixture. The reaction was allowed to warm to RT and stirred for 18 h. The reaction mixture was concentrated in vacuo and the residue diluted with DC (20 ml) and water ( 0 ml). The phases were separated and the organic layer dried (Na2S04), filtered and concentrated affording a brown oil that was purified by silica gel chromatography (gradient 0 to 50% ethyl acetate in hexanes) yielding the title compound as a brown gum (140 mg, 17%). 1H NMR (500 MHz, CDCI3): delta 8.54 (br s, 1 H), 8.38 (br s, 1 H), 7.46 (d, 2H), 7.34 (d, 2H), 6.77 (d, 1 H), 5.10 (s, 1 H), 3.90 (s, 3H), 2.4-2.5 (m, 4H), 2.0-2.1 (m, 1 H), 1.75-1.86 (m, 1 H), 1.1-1.4 (br s, 9H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,89640-55-1, its application will become more common.
Reference:
Patent; ALMAC DISCOVERY LIMITED; BELL, Mark, Peter; O’DOWD, Colin, Roderick; ROUNTREE, James, Samuel, Shane; TREVITT, Graham, Peter; HARRISON, Timothy; MCFARLAND, Mary, Melissa; WO2011/55115; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem