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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2366704Generated: November 4, 2026

Ethyl orthopropionate → ethyl 4-(8-ethyl-5,6-dimethyl-7H-imidazo[4,5-c]tetraazolo[1,5-a]pyridin-7-yl)butanoate

https://huagongshe.com/reaction/2366704

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl orthopropionateHCID 66995—
ReactantPyridinium chlorideHCID 10176127—
ReactantEthyl 4-[(8-amino-5,6-dimethyltetraazolo[1,5-a]pyridin-7-yl)amino]butanoateHCID 57447079—
SolventTolueneHCID 1140—
Productethyl 4-(8-ethyl-5,6-dimethyl-7H-imidazo[4,5-c]tetraazolo[1,5-a]pyridin-7-yl)butanoateHCID 69506826246.1%

Reaction Steps

For Examples 42 and 43, pyridine hydrochloride (668 mg, 5.78 mmol) and triethyl orthopropionate (3.4 mL, 17 mmol) were added to a solution of ethyl 4-[(8-amino-5,6-dimethyltetraazolo[1,5-a]pyridin-7-yl)amino]butanoate (4.5 g, 15 mmol) in toluene (100 mL). The reaction and work-up procedure were as described for Examples 40 and 41. The crude product was recrystallized from ethyl acetate:hexane, isolated by filtration, washed with ethyl acetate:hexane, and dried under high vacuum to provide 4.7 g of ethyl 4-(8-ethyl-5,6-dimethyl-7H-imidazo[4,5-c]tetraazolo[1,5-a]pyridin-7-yl)butanoate as off-white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08697873B2
Source datasetuspto-grants-2014_04
ORD IDord-995025c20d1141aa8318a87c3d8ac9c2
Source noteuspto-grants-2014_04