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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 75985Generated: October 25, 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/75985

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 μL). 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-phenyl)-benzenesulfonamide: MS (ES) M+H expected 442.1, found 442.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835468B2
Source datasetuspto-grants-2014_09
ORD IDord-cafa98523a5c4f5ca92a5b8d549abfd2
Source noteuspto-grants-2014_09