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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 379065Generated: October 30, 2026

2-Naphthol → 4-(3-Methyl-3H-imidazole-4-carbonyl)-2-(naphthalen-2-yloxy)-benzonitrile

https://huagongshe.com/reaction/379065

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-NaphtholHCID 8663—
ReactantCesium carbonateHCID 10796—
Reactant2-Fluoro-4-(hydroxy(1-methyl-1h-imidazol-5-yl)methyl)benzonitrileHCID 18533201—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product4-(3-Methyl-3H-imidazole-4-carbonyl)-2-(naphthalen-2-yloxy)-benzonitrileHCID 21696988—

Reaction Conditions

Temperature60 °C

Reaction Steps

2-Fluoro-4-[hydroxy-(3-methyl-3H-imidazol-4-yl)-methyl]-benzonitrile (as described in Example 22, Step E) (0.172 g, 0.743 mmol), 2-naphthol (0.107 g, 0.743 mmol) and Cs2CO3 (0.727 g, 2.23 mmol) were dissolved in anhydrous DMF (5 mL) and heated at 60° C. under Ar for 2 days. The reaction was diluted with EtOAc, washed with satd. NaHCO3 solution, water, and brine. The organic layer was dried (MgSO4), concentrated and purified using SiO2 chromatography (1-2% MeOH/CH2Cl2) to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06297239B1
Source datasetuspto-grants-2001_10
ORD IDord-0019dd6f329e49b0ae5a9b71a60da490
Source noteuspto-grants-2001_10