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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1502138Generated: October 29, 2026

Ethyl orthoformate → HCID 67517354, compound

https://huagongshe.com/reaction/1502138

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl orthoformateHCID 31214—
ReactantSodium AzideHCID 33557—
ReactantHCID 67515686HCID 67515686—
SolventAcetic AcidHCID 176—
ProductHCID 67517354HCID 67517354—

Reaction Conditions

Temperature90 °C

Reaction Steps

To a mixture of ethyl 2-(6-amino-2-methylpyridin-3-yl)propanoate (1.6 g, 7.6 mmol), CH(OEt)3 (3.4 g, 22.8 mmol) in AcOH (50 mL) was added NaN3 (0.6 g, 9.2 mmol) at room temperature. The mixture was heated to 90° C. and stirred for 50 min. The mixture was cooled to ambient temperature and stand over night. The mixture was concentrated under reduced pressure. Water was added, and the mixture was extracted with EtOAc. The combined organic layer was washed with brine, dried over anhydrous Na2SO4, concentrated and the residue was purified by column chromatography to give ethyl 2-[2-methyl-6-(1H-tetrazol-1-yl)pyridin-3-yl]propanoate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09206199B2
Source datasetuspto-grants-2015_12
ORD IDord-442b6ee8a19c40028420f854889c1f35
Source noteuspto-grants-2015_12