4-Methyl-2-phenylpyridine

General procedure: A mixture of A -X (as provided in Table 3, 10 mmol, 1.0 equiv), phenylboronic acid (as provided in Table 3), Pd(OAc)2 (0.4 mmol, 0.04 equiv) and H20 (25 mL, 1384 mmol) in a 3 -neck round-bottom flask was stirred under reflux at 100 °C in a N2 atmosphere for the time listed in Table 1. The initial and final pH values of the aqueous phase were measured before and after the heating was enabled when the temperature was stabilized at 25 - 27 °C, and listed in Table 3. The initial reaction time (t = 0) was taken when the reaction mixture reached an internal temperature of 100 °C; the time to reach this temperature was approximately 20 - 30 minutes. The reactions were biphasic with an aqueous phase and a solid phase. The cooled reaction mixture was basified to pH > 12 using 30percent NaOH aqueous solution, and then was thoroughly extracted with ethyl acetate. The combined organic phase is dried over anhydrous MgSC , filtered, and then concentrated in vacuo. The crude product was analyzed by GC and 1H NMR, as provided in Table 3.

Molecular Weight:169.22
XLogP3:2.9
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:169.089149355
Monoisotopic Mass:169.089149355
Topological Polar Surface Area:12.9
Heavy Atom Count:13
Complexity:149
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes