Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1387621Generated: October 31, 2026

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

https://huagongshe.com/reaction/1387621

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 numberUS06268370B1
Source datasetuspto-grants-2001_07
ORD IDord-fbebeab35c09471792edd015e902f518
Source noteuspto-grants-2001_07