Benzothiophene-3-boronic acid

Under a nitrogen atmosphere, 100 ml of THF was added to 10 g (47 mmol) of 3-bromobenzothiophene and cooled to - 60°C, 36 ml of a hexane solution of n-butyllithium (1.57 mol/l was added dropwise, and the mixture was stirred for 1 hour. Then, 13.3 g (71 mmol) of triiospropyl borate was added and the stirring was continued for 1 hour. The reaction solution was returned to room temperature and 50 ml of a saturated aqueous solution of ammonium chloride and 100 ml of toluene were added. The organic layer was washed with distilled water (3×100 ml) and dried over anhydrous magnesium sulfate, the magnesium sulfate was separated by filtration, the solvent was distilled off under reduced pressure, and Intermediate B-1 weighing 6.9 g (39 mmol, 83percent yield) was obtainedUnder a nitrogen atmosphere, 10 g (47 mmol) of 3-bromobenzothiophene and 100 ml of THF were loaded, and then the mixture was cooled to -60°C. 36 Milliliters (1.57 mol/l) of a solution of n-butyllithium in hexane were dropped to the mixture and then the whole was stirred for 1 hour. 13.3 Grams (71 mmol) of triisopropyl borate were added to the resultant and then the mixture was stirred for 1 hour. The temperature of the reaction solution was returned to room temperature, and then 50 ml of a saturated aqueous solution of ammonium chloride and 100 ml of toluene were added to the solution. An organic layer was washed with distilled water (3×100 ml). After the organic layer had been dried with anhydrous magnesium sulfate, magnesium sulfate was separated by filtration and then the solvent was distilled off under reduced pressure to provide 6.9 g (39 mmol, 83percent yield) of an intermediate B-1.To a solution of 3-bromo-benzo[b]thiophene (2.13 g, 10.00 mmol) in THF(22 mL) in a 100 mL round bottom flask at -60°C, was added dropwise n-BuLi 2.5 M in hexane (4.81 mL, 12.00mmol) and the resulting mixture was stirred for 1h at -60°C. Then, trimethylborate(1.72 mL, 15.00 mmol) was added to the reaction mixture which was stirred 1h at-60°C and 1h while letting gradually warm up to room temperature. The reactionmixture was then quenched with NH

Molecular Weight:178.02
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:178.0259808
Monoisotopic Mass:178.0259808
Topological Polar Surface Area:68.7
Heavy Atom Count:12
Complexity:165
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes