HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → 1-{3-(4-Fluorophenyl)-trans-3-[6-(4-fluorophenoxymethyl)tetrahydropyran-2-yloxy]propyl}imidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Trans-6-(4-fluorophenoxymethyl)-2-[3-chloro-1-(4-fluorophenyl)propoxy]tetrahydropyran | HCID 54428102 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-{3-(4-Fluorophenyl)-trans-3-[6-(4-fluorophenoxymethyl)tetrahydropyran-2-yloxy]propyl}imidazole | HCID 54347347 | 46.7% |
Reaction Steps
A mixture of 56 mg of imidazole and 36 mg of 55% sodium hydride was stirred in 2 ml of dimethylformamide at 60°-70° C. for 30 minutes. The mixture was left to cool at room temperature, and then a solution of 218 mg of trans-6-(4-fluorophenoxymethyl)-2-[3-chloro-1-(4-fluorophenyl)propoxy]tetrahydropyran in 1 ml of dimethylformamide was added, and the mixture was heated, with stirring, at 80°-90° C. for 6 hours. At the end of this time, the mixture was treated and the product purified essentially as described in Example 34(b)(i), to give 110 mg of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04421758 |
| Source dataset | uspto-grants-1983_12 |
| ORD ID | ord-f312534bff594adfa4a10f5d0d3d3a98 |
| Source note | uspto-grants-1983_12 |