* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Stage #1: With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1 h; Inert atmosphere Stage #2: With Triisopropyl borate In tetrahydrofuran; hexane at 20℃;
[0107] Butyllithium solution (1.6M in hexane, 15.3 ml, 22.27 mmol) was added under argon to a solution of 5-bromo-2-methoxy-4-methylpyridine (4.5 g, 22.3 mmol) in 150 ml tetrahydrofuran at -78°C. The mixture was stirred at -78°C for 1h and after that triisopropyl borate (6.2 ml, 26.7 mmol) was added. The reaction was warmed to room temperature slowly and stirred overnight. The mixture was poured into a saturated aqueous ammonium chloride solution / water (1/1) and it was extracted with ethyl acetate, organic layers were put together, washed with brine, dried and concentrated. After washing the crude residue with diethyl ether the title compound was obtained as a white solid (2.12 g, 56.6percent yield). LRMS (m/z): 168 (M+1)+
Reference：
[1] Bioorganic and medicinal chemistry letters, 2003, vol. 13, # 2, p. 289 - 291
[2] Patent: EP2738172, 2014, A1, . Location in patent: Paragraph 0107
[0107] Butyllithium solution (1.6M in hexane, 15.3 ml, 22.27 mmol) was added under argon to a solution of 5-bromo-2-methoxy-4-methylpyridine (4.5 g, 22.3 mmol) in 150 ml tetrahydrofuran at -78C. The mixture was stirred at -78C for 1h and after that triisopropyl borate (6.2 ml, 26.7 mmol) was added. The reaction was warmed to room temperature slowly and stirred overnight. The mixture was poured into a saturated aqueous ammonium chloride solution / water (1/1) and it was extracted with ethyl acetate, organic layers were put together, washed with brine, dried and concentrated. After washing the crude residue with diethyl ether the title compound was obtained as a white solid (2.12 g, 56.6% yield). LRMS (m/z): 168 (M+1)+
Chemistry
Pharmaceutical Intermediates
Inhibitors/Agonists
Material Science
For Research Only
120K+ Compounds
Competitive Price
1-2 Day Shipping
