(Pyrimidin-5-yl)boronic acid → (S)-6-(3-(Hydroxymethyl)pyrrolidin-1-yl)-5-(pyrimidin-5-yl)-N-(4-((trifluoromethyl)thio)phenyl)nicotinamide

Participants

Reaction Steps

The title compound was prepared in an analogous fashion to that described in Example 185 using (S)-5-bromo-6-(3-(hydroxymethyl)pyrrolidin-1-yl)-N-(4-((trifluoromethyl)thio)phenyl)nicotinamide (Stage 189.1) and pyrimidin-5-ylboronic acid. HPLC (Condition 4) tR=5.13 min, UPLC-MS (Condition 3) tR=1.01 min, m/z=476.3 [M+H]+; 1H-NMR (400 MHz, DMSO-d6) δ ppm 1.48-1.64 (m, 1H) 1.84 (m, J=6.30 Hz, 1H) 2.15-2.31 (m, 1H) 2.96 (dd, J=10.95, 7.04 Hz, 1H) 3.08-3.42 (m, 5H) 4.60 (t, J=5.28 Hz, 1H) 7.68 (d, J=8.60 Hz, 2H) 7.90 (d, J=8.99 Hz, 2H) 8.08 (d, J=2.35 Hz, 1H) 8.78 (d, J=2.35 Hz, 1H) 8.88 (s, 2H) 9.17 (s, 1H) 10.25 (s, 1H).

Provenance & Evidence