5-Fluoro-2-methylphenylboronic acid → (R)-N-(4-(Chlorodifluoromethoxy)phenyl)-5-(5-fluoro-2-methylphenyl)-6-(3-hydroxypyrrolidin-1-yl)nicotinamide

Participants

Reaction Steps

The title compound was prepared in an analogous fashion to that described in Example 290 using (R)-5-bromo-N-(4-(chlorodifluoromethoxy)phenyl)-6-(3-hydroxypyrrolidin-1-yl)nicotinamide (Stage 171.1) and 5-Fluoro-2-methylphenylboronic acid to afford a white solid. HPLC (Condition 10) tR=6.424 min, UPLC-MS (Condition 11) m/z=492.1 [M+H]+; 1H-NMR (400 MHz, DMSO-d6) δ ppm 1.60-1.92 (m, 2H) 1.94-2.11 (m, 3H) 2.78-3.03 (m, 1H) 3.07-3.28 (m, 3H) 4.11-4.23 (m, 1H) 4.76-4.94 (m, 1H) 7.10-7.19 (m, 1H) 7.23-7.31 (m, 1H) 7.33 (d, J=8.99 Hz, 3H) 7.86 (d, J=8.99 Hz, 2H) 7.91 (m, J=2.30 Hz, 1H) 8.73-8.79 (m, 1H) 10.08-10.17 (m, 1H).

Provenance & Evidence