Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Chlorophenol | HCID 7245 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 18535996 | HCID 18535996 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Ammonium Hydroxide | HCID 14923 | — |
| Product | Acetic Acid 3-[3-(2-chloro-phenoxy)-4-cyano-benzyl]-3H-imidazol-4-ylmethyl Ester Hydrochloride | HCID 70242620 | — |
Reaction Steps
To a solution of 1-(4-cyano-3-fluorobenzyl)-5-(acetoxymethyl)-imidazole hydrobromide (0.29 g, 1.06 mmol) in DMF (7.0 mL) was added 2-chlorophenol (0.132 mL, 1.27 mmol) and cesium carbonate (0.691 g, 2.12 mmol). The mixture was heated to 55° C. and stirred for 18 hr. The DMF was removed in vacuo and the residue was partitioned with EtOAc and saturated NaHCO3 solution. The EtOAc layer was washed with H2O, brine, and dried (MgSO4). Filtration and concentration to dryness gave the title compound after chromatography (SiO2, CH2Cl2:CH3OH: NH4OH/98:2:0.2) and conversion to the hydrochloride salt.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06297239B1 |
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| Source dataset | uspto-grants-2001_10 |
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| ORD ID | ord-ef18ad889378407694c8594eba0f2979 |
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| Source note | uspto-grants-2001_10 |
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