3-BROMO-5-PHENYLPYRIDINE

A mixture of 3, 5-dibromopyridine (10.0 g, 42.2 mmol), phenylboronic acid (4.6 g, 38.0 mmol), tetrakis(triphenylphosphine)palladium(0) (1.45 g, 1.25 mmol), potassium carbonate (17.5 g, 127 mmol), water (63 ml) and 1, 2-dimethoxyethane (126 ml) was stirred at reflux overnight. A mixture of 3, 5-dibromopyridine (10.0 g, 42.2 mmol), phenylboronic acid (4.6 g, 38.0 mmol), tetrakis(triphenylphosphine)palladium(0) (1.45 g, 1.25 mmol), potassium carbonate (17.5 g, 127 mmol), water (63 ml) and 1, 2-dimethoxyethane (126 ml) was stirred at reflux overnight. Aqueous sodium hydroxide (1 M, 60 ml) was added followed by extraction twice with diethyl ether (100 ml). Chromatography on silica gel with dichloromethane as solvent gave the title compound. Yield 6.1 g, 68percent, Mp 42-44 C.(Triphenylphosphine)palladium tetrakis (125 mg, 0.08 mmol, 2 mol percent) was added to a solution of3, 5-dibromopyridine (1.00 g, 4.22 mmol) in dimethoxyethane (13 mL) and themixture was stirred for 10 min. Asolution of potassium carbonate (1.75 g, 12.7 mmol) in water (6.5 mL) wasadded, followed by phenyl boronic acid (463 mg, 3.79 mmol), and the mixture washeated at reflux for 4 h. A solution of1M NaOH (6 mL) was added to the cooled mixture, the mixture was extracted withdiethyl ether, the organic extracts were combined, dried over MgSO

Molecular Weight:234.09
XLogP3:3.2
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:232.98401
Monoisotopic Mass:232.98401
Topological Polar Surface Area:12.9
Heavy Atom Count:13
Complexity:154
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes