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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1502118Generated: October 30, 2026

Ethyl orthoformate → ethyl [5-(1H-tetrazol-1-yl)pyrazin-2-yl]acetate

https://huagongshe.com/reaction/1502118

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl orthoformateHCID 31214—
ReactantSodium AzideHCID 33557—
ReactantEthyl 2-(5-aminopyrazin-2-YL)acetateHCID 72212710—
SolventAcetic AcidHCID 176—
Productethyl [5-(1H-tetrazol-1-yl)pyrazin-2-yl]acetateHCID 77230648—

Reaction Conditions

Temperature100 °C

Reaction Steps

A solution of the ethyl (5-aminopyrazin-2-yl)acetate (2.0 g, 11.0 mmol) and triethyl orthoformate (4.9 g, 33.1 mmol) in 60 mL of HOAc was added sodium azide (0.9 g, 13.8 mmol) and heated to 100° C. for 1 hour. The reaction was completed which was checked by TLC. The reaction mixture was cooled to r.t. The solvent was removed under vacuum. The residue was dissolved in EtOAc, washed with water, dried over anhydrous sodium sulfate, and concentrated. The residue was purified by column chromatograph to afford the product ethyl[5-(1H-tetrazol-1-yl)pyrazin-2-yl]acetate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09206199B2
Source datasetuspto-grants-2015_12
ORD IDord-5b9c713885274acfada952f441206192
Source noteuspto-grants-2015_12