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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 454762Generated: October 30, 2026

Citric Acid → 4-(1-methyl-1H-pyrrol-2-yl)-2-(5-phenylpyridine-3-carboxamido)benzoic acid

https://huagongshe.com/reaction/454762

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantMethanolHCID 887—
ReactantSodium HydroxideHCID 14798—
Reactanttert-butyl 4-(1-methyl-1H-pyrrol-2-yl)-2-(5-phenylpyridine-3-carboxamido)benzoateHCID 58508465—
Solvent1,4-DioxaneHCID 31275—
Product4-(1-methyl-1H-pyrrol-2-yl)-2-(5-phenylpyridine-3-carboxamido)benzoic acidHCID 5850860180.4%

Reaction Conditions

Temperature52.5 °C

Reaction Steps

Methanol (1.5 mL), dioxane (1.5 mL), and a 2 mol/L aqueous solution of sodium hydroxide (0.24 mL) were added the obtained tert-butyl 4-(1-methyl-1H-pyrrol-2-yl)-2-(5-phenylpyridine-3-carboxamido)benzoate (71 mg), followed by stirring at 50 to 55° C. for 2 hours. The reaction mixture was cooled to room temperature, and then a 10% aqueous solution of citric acid was added thereto. The solid substance was collected by filtration to obtain 50 mg of 4-(1-methyl-1H-pyrrol-2-yl)-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-66236804cad6403dae165f2f5e8a5155
Source noteuspto-grants-2013_07