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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2293492Generated: October 31, 2026

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

https://huagongshe.com/reaction/2293492

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 2.5N 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): δ8.36 (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 numberUS05686455
Source datasetuspto-grants-1997_11
ORD IDord-e19110aa399f437686dab41aeb5e0b08
Source noteuspto-grants-1997_11