4-Cyano-2-methoxyphenylboronic acid → 1-(4-cyano-2-methoxyphenyl)-4-fluoro-N-(pyrimidin-4-yl)isoquinoline-6-sulfonamide

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Reaction Steps

Example 218 was synthesized in a similar manner to Example 212, except that 1-chloro-4-fluoro-N-(4-methoxybenzyl)-N-(pyrimidin-4-yl)isoquinoline-6-sulfonamide (Intermediate QQQ) and (4-cyano-2-methoxyphenyl)boronic acid were used as the coupling partners. The final compound was purified via column chromatography (12 g silica gel column, gradient elution 25 to 100% EtOAc:Heptane) to afford 1-(4-cyano-2-methoxyphenyl)-4-fluoro-N-(pyrimidin-4-yl)isoquinoline-6-sulfonamide as a white solid. 1H NMR (400 MHz, DMSO-d6) δ ppm=8.74 (s, 1H), 8.59 (d, J=15.7 Hz, 2H), 8.37-8.14 (m, 1H), 8.05 (d, J=7.4 Hz, 1H), 7.75 (d, J=1.3 Hz, 2H), 7.66-7.60 (m, 1H), 7.57-7.50 (m, 1H), 3.72 (s, 3H). m/z (ESI) 436.2 (M+H)+.

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