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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1523935Generated: October 31, 2026

2-bromo-N-(2-hydroxyethyl)benzenesulfonamide → 4'-(5-Amino-6-cyanopyrazin-2-yl)-3'-fluoro-N-(2-hydroxyethyl)biphenyl-2-sulfonamide

https://huagongshe.com/reaction/1523935

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-bromo-N-(2-hydroxyethyl)benzenesulfonamideHCID 43502059—
Reactant3-Amino-6-(2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrazine-2-carbonitrileHCID 90313553—
Product4'-(5-Amino-6-cyanopyrazin-2-yl)-3'-fluoro-N-(2-hydroxyethyl)biphenyl-2-sulfonamideHCID 90313345—

Reaction Steps

The title compound was prepared in manner similar to that described in Example 88 using 2-bromo-N-(2-hydroxyethyl)benzenesulfonamide and 3-amino-6-(2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrazine-2-carbonitrile. MS (ESI): mass calcd. for C19H16FN5O3S, 413.10; m/z found, 414.0 [M+H]+. 1H NMR (500 MHz, CDCl3) δ 8.81 (d, J=1.8, 1H), 8.17 (dd, J=8.0, 1.4, 1H), 8.02 (m, 1H), 7.64 (m, 1H), 7.56 (m, 1H), 7.40-7.31 (m, 3H), 5.38 (s, 2H), 4.35 (s, 1H), 3.64-3.58 (m, 2H), 2.95-2.87 (m, 2H), 1.64 (t, J=5.2, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09079866B2
Source datasetuspto-grants-2015_07
ORD IDord-b38003296e214a83a322283f4f49a69f
Source noteuspto-grants-2015_07