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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1473601Generated: October 29, 2026

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

https://huagongshe.com/reaction/1473601

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(4-Fluoro-2-methoxyphenyl)boronic acidHCID 2782672—
Reactant1-chloro-N-(2,4-dimethoxybenzyl)-4-fluoro-N-(1,2,4-thiadiazol-5-yl)isoquinoline-6-sulfonamideHCID 86687663—
Product4-fluoro-1-(4-fluoro-2-methoxyphenyl)-N-(1,2,4-thiadiazol-5-yl)isoquinoline-6-sulfonamideHCID 86687665—

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 (4-fluoro-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-(4-fluoro-2-methoxyphenyl)-N-(1,2,4-thiadiazol-5-yl)isoquinoline-6-sulfonamide as an off-white solid. 1H NMR (400 MHz, DMSO-d6) δ=8.72 (d, J=1.5 Hz, 1H), 8.49 (s, 2H), 8.00 (dd, J=1.7, 8.9 Hz, 1H), 7.86-7.78 (m, 1H), 7.38 (dd, J=6.9, 8.3 Hz, 1H), 7.16 (dd, J=2.3, 11.4 Hz, 1H), 6.97 (dt, J=2.3, 8.4 Hz, 1H), 3.67 (s, 3H). m/z (ESI) 435.2 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09012443B2
Source datasetuspto-grants-2015_04
ORD IDord-920ca849ed4c4d5da175cc6d38cac3be
Source noteuspto-grants-2015_04