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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 454741Generated: October 29, 2026

Citric Acid → HCID 66990073, compound

https://huagongshe.com/reaction/454741

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantChloroformHCID 6212—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 66990363HCID 66990363—
SolventMethanolHCID 887—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 66990073HCID 6699007397.7%

Reaction Steps

A 2 mol/L aqueous solution of sodium hydroxide (3.8 mL) was added to a solution mixture of methyl 4-(2-((tert-butoxycarbonyl)(ethyl)amino)phenyl)-2-(5-phenylpyridine-3-carboxamido)benzoate (0.84 g) in methanol (4.2 mL) and dioxane (4.2 mL) at room temperature, followed by stirring at the same temperature for 3 hours and 10 minutes. After adjusting the pH to 4.9 with a 10% aqueous solution of citric acid, chloroform was added thereto. The organic layer was separated, washed with water and a saturated aqueous solution of sodium chloride sequentially, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. Diisopropyl ether was added to the obtained residue, and the solid substance was collected by filtration to obtain 0.80 g of 4-(2-((tert-butoxycarbonyl)(ethyl)amino)phenyl)-2-(5-phenylpyridine-3-carboxamido)benzoic acid as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492582B2
Source datasetuspto-grants-2013_07
ORD IDord-bffd67905afa4aa7a4e3af4efbe39f8f
Source noteuspto-grants-2013_07