Cyclopropylboronic acid → 1-(4-(methylsulfonyl)phenyl)-4-(1-(5-phenylpyridin-2-yl)piperidin-4-yloxy)pyridin-2(1H)-one

Participants

Reaction Conditions

Reaction Steps

Example 116 was prepared according to procedures described in Example 105 substituting 4-(1-(5-bromopyridin-2-yl)piperidin-4-yloxy)-1-(4-(methylsulfonyl)phenyl)pyridin-2(1H)-one for 4-(1-(5-bromopyrimidin-2-yl)piperidin-4-yloxy)-1-(4-(methylsulfonyl)phenyl)pyridin-2(1H)-one, substituting phenylboronic acid (Aldrich) for cyclopropylboronic acid and substituting DMF for THF. The reaction was heated under microwave conditions at 120° C. for 10 min. 1H NMR (400 MHz, DMSO-d6) δ ppm 8.37 (d, J=2.45 Hz, 1H), 7.95 (d, J=8.31 Hz, 2H), 7.77 (dd, J=9.05, 2.20 Hz, 1H), 7.51-7.63 (m, 5H), 7.34 (t, J=7.58 Hz, 2H), 7.21 (t, J=7.82 Hz, 1H), 6.90 (d, J=8.80 Hz, 1H), 5.98-6.04 (m, 2H), 4.65-4.73 (m, 1H), 3.92-4.00 (m, 2H), 3.26-3.34 (m, 2H), 3.20 (s, 3H), 1.92-2.00 (m, 2H), 1.51-1.61 (m, 2H). MS (ESI) 502 (M+H).

Provenance & Evidence