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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1480894Generated: October 31, 2026

Cesium carbonate → 4-tert-butyl-N-(4-chloro-2-[1,2,3]triazolo[4,5-b]pyridine-1-yl-phenyl)-benzenesulfonamide

https://huagongshe.com/reaction/1480894

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactanttrans-N,N'-dimethyl-1,2-cyclohexanediamineHCID 2733821—
Reactant4-tert-butyl-N-(4-chloro-2-iodo-phenyl)-benzenesulfonamideHCID 59428152—
ReactantHCID 178420751HCID 178420751—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
Solvent1,4-DioxaneHCID 31275—
Product4-tert-butyl-N-(4-chloro-2-[1,2,3]triazolo[4,5-b]pyridine-1-yl-phenyl)-benzenesulfonamideHCID 25134921—

Reaction Conditions

Temperature90 °C

Reaction Steps

A 4 mL scintillation vial was charged with 4-tert-butyl-N-(4-chloro-2-iodo-phenyl)-benzenesulfonamide (84 mg, 0.19 mmol), 4-azabenzotriazole (29 mg, 0.22 mmol), CuI (3 mg, 0.014 mmol), Cs2CO3 (127 mg, 0.39 mmol), trans-N,N′-dimethylcyclohexane-1,2-diamine (5 mg, 0.04 mmol), and dioxane (500 L). The reaction was heated to 90° C. and stirred overnight. The following day, the volatiles were removed in vacuo. The residue was subsequently diluted in EtOAc and washed with saturated NH4Cl (aq). The organic layer was then concentrated in vacuo and the residue purified by preparative TLC (thin-layer chromatography) to afford 4-tert-butyl-N-(4-chloro-2-[1,2,3]triazolo[4,5-b]pyridine-1-yl-phenylybenzenesulfonamide: MS (ES) M+H expected 442.1, found 442.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409909B2
Source datasetuspto-grants-2016_08
ORD IDord-3852c9231f9c4f12acb424b0ffebafd4
Source noteuspto-grants-2016_08