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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1486349Generated: November 3, 2026

Trifluoroacetic acid → rac-N-(2-Amino-2-methylpentyl)-2,5-dimethyl-7-(3-methylbutoxy)pyrazolo[1,5-a]pyridine-3-carboxamide

https://huagongshe.com/reaction/1486349

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactantrac-[1-({[2,5-Dimethyl-7-(3-methylbutoxy)pyrazolo[1,5-a]pyridin-3-yl]carbonyl}amino)-2-methylpentan-2-yl]carbamic Acid tert-butyl EsterHCID 121434556—
SolventDichloromethaneHCID 6344—
Productrac-N-(2-Amino-2-methylpentyl)-2,5-dimethyl-7-(3-methylbutoxy)pyrazolo[1,5-a]pyridine-3-carboxamideHCID 117864654—

Reaction Steps

A solution of 80 mg (0.091 mmol, 54% pure) of rac-[1-({[2,5-dimethyl-7-(3-methylbutoxy)pyrazolo[1,5-a]pyridin-3-yl]carbonyl}amino)-2-methylpentan-2-yl]carbamic acid tert-butyl ester (Example 124A) in 4 ml of dichloromethane was admixed with 0.140 ml (1.82 mmol) of trifluoroacetic acid. The resulting solution was stirred at room temperature overnight. After the reaction had ended, the solvent was drawn off under reduced pressure and the residue was purified by preparative HPLC chromatography (Method 21), which gave 17 mg (50% of theory) of the target compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09422285B2
Source datasetuspto-grants-2016_08
ORD IDord-cd6224f27dd14decba5feb7635f1200a
Source noteuspto-grants-2016_08