(2-Methoxy-4-(trifluoromethyl)phenyl)boronic acid → HCID 86687508, compound

Participants

Reaction Steps

Example 232 was synthesized in a similar manner to Example 228, except that 1-chloro-N-(2,4-dimethoxybenzyl)-4-hydroxy-N-(thiazol-2-yl)isoquinoline-6-sulfonamide and (2-methoxy-4-(trifluoromethyl)phenyl)boronic acid were used as the coupling partners. The final compound was purified via column chromatography (12 g silica gel column, gradient elution 0 to 5% MeOH:DCM) to afford 4-hydroxy-1-(2-methoxy-4-(trifluoromethyl)phenyl)-N-(thiazol-2-yl)isoquinoline-6-sulfonamide as a light yellow solid. 1H NMR (400 MHz, DMSO-d6) δ ppm=12.89 (s, 1H), 11.03 (s, 1H), 8.64 (d, J=1.4 Hz, 1H), 8.24 (s, 1H), 7.84 (dd, J=1.8, 8.9 Hz, 1H), 7.60 (d, J=8.9 Hz, 1H), 7.55-7.49 (m, 1H), 7.48-7.42 (m, 2H), 7.28 (d, J=4.6 Hz, 1H), 6.86 (d, J=4.5 Hz, 1H), 3.73 (s, 3H). m/z (ESI) 482.2 (M+H)+.

Provenance & Evidence