B-(6-Methoxy-4-methyl-3-pyridinyl)boronic acid

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)[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)

Molecular Weight:166.97
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:167.0753733
Monoisotopic Mass:167.0753733
Topological Polar Surface Area:62.6
Heavy Atom Count:12
Complexity:145
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes