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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 479755Generated: October 31, 2026

Methanol → Methyl 4-[4-(4-fluorophenyl)-5-(4-pyridyl)-1H-imidazol-2-yl]-benzoate

https://huagongshe.com/reaction/479755

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium HydroxideHCID 14798—
ReactantSodiumHCID 5360545—
Reactant4-[4-(4-fluorophenyl)-5-(4-pyridyl)-1H-imidazol-2-yl]benzoic acidHCID 11057468—
CatalystHydrochloric AcidHCID 313—
ProductMethyl 4-[4-(4-fluorophenyl)-5-(4-pyridyl)-1H-imidazol-2-yl]-benzoateHCID 10133915—

Reaction Steps

A mixture containing 4-[4-(4-fluorophenyl)-5-(4-pyridyl)-1H-imidazol-2-yl]benzoic acid, sodium salt (0.20 g, 0.5 mmol) [See Ex. 9 above] and concentrated HCl (10 drops) in MeOH (5 mL) was heated at reflux for 8 h. After cooling, the pH was adjusted to neutral by the addition of 2.5 N NaOH, and the solid which formed was collected by filtration, washed with H2O and dried in vacuo. The title compound was obtained as a yellow solid (0.14 g, 76%) and was recrystallized from EtOAc/CH2Cl2; 1H NMR (CDCl3/MeOH-d4); d 8.36 (d, 2H); 8.03 (m, 4H); 7.60 -7.30 (m, 4H); 7.07 (t, 2H); 3.84 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06645989B2
Source datasetuspto-grants-2003_11
ORD IDord-bb02f26815274bd2bbb59a9d1c40a307
Source noteuspto-grants-2003_11