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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1523950Generated: October 31, 2026

4-((2-Bromophenyl)sulfonyl)thiomorpholine 1,1-dioxide → 4-((4'-(5-Amino-1,3,4-thiadiazol-2-yl)-3'-fluoro-[1,1'-biphenyl]-2-yl)sulfonyl)thiomorpholine 1,1-dioxide

https://huagongshe.com/reaction/1523950

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-((2-Bromophenyl)sulfonyl)thiomorpholine 1,1-dioxideHCID 54922013—
Reactant5-(2-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1,3,4-thiadiazol-2-amineHCID 90314325—
Product4-((4'-(5-Amino-1,3,4-thiadiazol-2-yl)-3'-fluoro-[1,1'-biphenyl]-2-yl)sulfonyl)thiomorpholine 1,1-dioxideHCID 90313609—

Reaction Steps

The title compound was prepared using analogous conditions to those described in Example 6 utilizing 5-(2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1,3,4-thiadiazol-2-amine and 4-((2-bromophenyl)sulfonyl)thiomorpholine 1,1-dioxide. MS (ESI): mass calcd. for C18H17FN4O4S2, 468.04; m/z found, 469.0 [M+H]+. 1H NMR (300 MHz, CD3OD) δ 8.19 (m, 1H), 8.15 (dd, J=8.0, 1.1, 1H), 7.76 (m, 1H), 7.67 (m, 1H), 7.45 (dd, J=7.6, 1.2, 1H), 7.39 (dd, J=11.9, 1.4, 1H), 7.36 (dd, J=8.1, 1.6, 1H), 3.42-3.33 (m, 4H), 3.09-3.02 (m, 4H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09079866B2
Source datasetuspto-grants-2015_07
ORD IDord-01a165443e014b0faa2c8fec22421e57
Source noteuspto-grants-2015_07