HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 2-(2-Fluoro-phenoxy)-3-(4-{2-[1-(3-methoxy-benzyl)-3-methyl-2-oxo-imidazolidin-4-yl]-ethoxy}-phenyl)-2-methyl-propionic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3-Methoxybenzyl bromide | HCID 4067207 | — |
| Reactant | HCID 68867329 | HCID 68867329 | — |
| Catalyst | Tetrabutylammonium Iodide | HCID 67553 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-(2-Fluoro-phenoxy)-3-(4-{2-[1-(3-methoxy-benzyl)-3-methyl-2-oxo-imidazolidin-4-yl]-ethoxy}-phenyl)-2-methyl-propionic acid ethyl ester | HCID 10175101 | — |
Reaction Steps
3-Methoxybenzyl bromide (0.03 mL, 0.179 mmol, d=1.436) and tetrabutyl ammonium iodide (catalytic amount) are added to a 0° C. suspension of 2-(2-Fluoro-phenoxy)-2-methyl-3-{4-[2-(3-methyl-2-oxo-imidazolidin-4-yl)-ethoxy]-phenyl}-propionic acid ethyl ester (0.053 g, 0.119 mmol) and sodium hydride (0.012 g, 0.298 mmol, 60% suspension on mineral oil), and pre-stirred for 1 h at ambient temperature. The reaction mixture is stirred at ambient temperature for 18 h, diluted with ethyl acetate, and washed. The organic layer is dried, concentrated, and carried into the next step. MS [EI+] 565 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07544812B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-2b0a4c6cecb04db59127fbe79d105801 |
| Source note | uspto-grants-2009_06 |