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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1766534Generated: October 31, 2026

Citric Acid → 5-(4-Chloro-phenyl)-6-(1-methyl-1H-imidazol-2-ylmethoxy)-nicotinic acid

https://huagongshe.com/reaction/1766534

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantWaterHCID 962—
ReactantLithium HydroxideHCID 3939—
Reactant5-(4-Chloro-phenyl)-6-(1-methyl-1H-imidazol-2-ylmethoxy)-nicotinic acid methyl esterHCID 67505077—
SolventTetrahydrofuranHCID 8028—
Product5-(4-Chloro-phenyl)-6-(1-methyl-1H-imidazol-2-ylmethoxy)-nicotinic acidHCID 67504673—

Reaction Conditions

Temperature80 °C

Reaction Steps

5-(4-Chloro-phenyl)-6-(1-methyl-1H-imidazol-2-ylmethoxy)-nicotinic acid methyl ester (0.28 g, 0.8 mmol) was dissolved in tetrahydrofuran (4.5 mL). Water (1.5 mL) and lithium hydroxide (99 mg, 2.3 mmol) was added and the mixture was stirred for 1 h at 80° C. The mixture was cooled to room temperature; citric acid (4 mL, 10%) was added and the mixture was extracted with ethyl acetate. Organic phases were pooled dried with Na2SO4 and the solvent evaporated to give a quantitative yield of the title compound as beige solid, MS (ISP) 342.0 (M−H)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07229999B2
Source datasetuspto-grants-2007_06
ORD IDord-fa4ae61cb9c14f8591871309f2616f16
Source noteuspto-grants-2007_06