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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2120137Generated: November 1, 2026

Hydrochloric Acid → HCID 10178449, compound

https://huagongshe.com/reaction/2120137

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPiperidineHCID 8082—
ReactantTrimethylaluminumHCID 16682925—
ReactantHCID 69926968HCID 69926968—
SolventTolueneHCID 1140—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 10178449HCID 1017844929.9%

Reaction Steps

A solution of 20 mg (0.24 mmol) piperidine in 1 ml dioxane was treated with 0.24 ml (0.24 mmol) trimethylaluminum in toluene and stirred for 1 h at room temperature. 20 mg (0.06 mmol) 8-Amino-2-(5-bromo-furan-2-yl)-[1,2,4]triazolo[1,5-a]pyridine-6-carboxylic acid methyl ester in 1 ml dioxane was added and the mixture was heated to 90° C. for 72 h. 0.5 ml 1N HCl aq. was added and the volatiles were removed. The residue was taken up in 1.5 ml formic acid and 0.5 ml methanol and purified by reversed phase preparative HPLC eluting with a gradient of acetonitrile and water. The elution solvents were evaporated to obtain 7 mg (29%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06689790B2
Source datasetuspto-grants-2004_02
ORD IDord-f28779170e094ac0a624a8fce8c5a3f8
Source noteuspto-grants-2004_02