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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Naphthol | HCID 8663 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Fluoro-4-(hydroxy(1-methyl-1h-imidazol-5-yl)methyl)benzonitrile | HCID 18533201 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-(3-Methyl-3H-imidazole-4-carbonyl)-2-(naphthalen-2-yloxy)-benzonitrile | HCID 21696988 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06297239B1 |
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| Source dataset | uspto-grants-2001_10 |
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| ORD ID | ord-0019dd6f329e49b0ae5a9b71a60da490 |
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| Source note | uspto-grants-2001_10 |
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