2-Methoxyphenylboronic acid → 4-fluoro-1-(2-methoxyphenyl)-N-(1,2,4-thiadiazol-5-yl)isoquinoline-6-sulfonamide

Participants

Reaction Steps

The title compound was prepared in an analogous manner to that of EXAMPLE 228, except that 1-chloro-N-(2,4-dimethoxybenzyl)-4-fluoro-N-(1,2,4-thiadiazol-5-yl)isoquinoline-6-sulfonamide and (2-methoxyphenyl)boronic acid were used as the coupling partners. The final compound was purified via column chromatography (RediSep Gold 12 g silica gel column, gradient elution 0-10% MeOH:DCM) to afford 4-fluoro-1-(2-methoxyphenyl)-N-(1,2,4-thiadiazol-5-yl)isoquinoline-6-sulfonamide as a grey solid. 1H NMR (400 MHz, DMSO-d6) δ=8.72 (s, 1H), 8.49 (s, 2H), 8.01 (dd, J=1.5, 8.9 Hz, 1H), 7.80 (d, J=9.2 Hz, 1H), 7.61-7.51 (m, 1H), 7.33 (dd, J=1.4, 7.4 Hz, 1H), 7.23 (d, J=8.2 Hz, 1H), 7.18-7.08 (m, 1H), 3.65 (s, 3H). m/z (ESI) 417.2 (M+H)+.

Provenance & Evidence