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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2120764Generated: October 30, 2026

Hydrochloric Acid → 4-Bromo-N-(5-methoxy-8-phenyl-[1,2,4]triazolo[1,5-a]pyridin-2-yl)-benzamide

https://huagongshe.com/reaction/2120764

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethyl 4-bromobenzoateHCID 12081—
ReactantTrimethylaluminumHCID 16682925—
Reactant5-Methoxy-8-phenyl-[1,2,4]triazolo[1,5-a]pyridin-2-yl-amineHCID 23435881—
SolventTolueneHCID 1140—
Solvent1,4-DioxaneHCID 31275—
Product4-Bromo-N-(5-methoxy-8-phenyl-[1,2,4]triazolo[1,5-a]pyridin-2-yl)-benzamideHCID 1027382815%

Reaction Steps

To a solution of 24 mg (0.1 mmol) 5-methoxy-8-phenyl-[1,2,4]triazolo[1,5-a]pyridin-2-yl-amine in 1 ml dioxane was added 0.4 ml (0.4 mmol) of a 1 M solution of AlMe3 in toluene and allowed to stir for 1 h at room temperature. 86 mg (0.4 mmol) 4-bromo-phenyl carboxylic acid methyl ester in I ml dioxane was added and the mixture was stirred for 48 h at 90° C. 0.5 ml 1N HCl aq. was added and the mixture was evaporated to dryness. The residue was taken up in 1.5 ml formic acid and 0.5 ml methanol and subjected to reversed phase HPLC chromatography eluting with a water/acetonitrile gradient. Evaporation of the eluents yielded 6 mg (15%) of the title compound. MS m/e (%): 423.3 (M+H+, 100).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06693116B2
Source datasetuspto-grants-2004_02
ORD IDord-ff8bd5bf6abf4716a704c2e934c7851d
Source noteuspto-grants-2004_02