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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 84730Generated: October 30, 2026

Ethyl orthoformate → HCID 57851532, compound

https://huagongshe.com/reaction/84730

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl orthoformateHCID 31214—
ReactantSodium AzideHCID 33557—
ReactantHCID 57851670HCID 57851670—
SolventAcetic AcidHCID 176—
ProductHCID 57851532HCID 57851532100.2%

Reaction Steps

To a solution of 3-Amino-5-(4-Methyl-2-oxo-2H-pyridin-1-yl)benzoic acid methyl ester (500 mg, 1.93 mmol) and NaN3 (233 g, 3.58 mmol) in AcOH was added HC(OEt)3 (1378.6 mg, 9.3 mmol) at room temperature. The reaction mixture was heated to reflux for 4 hours and then cooled to room temperature. The solvent was removed in vacuo and the residue was purified by silica-gel chromatography to give 3-(4-Methyl-2-oxo-2H-pyridin-1-yl)-5-tetrazol-1-yl-benzoic acid methyl ester as a light yellow solid (602 mg, 100%). MS (M+H)=312.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846945B2
Source datasetuspto-grants-2014_09
ORD IDord-28b5a788eacb470590ae7180594995a6
Source noteuspto-grants-2014_09