Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | HCID 58575197 | HCID 58575197 | — |
| Reactant | 2-(tetrahydrofuran-3-yl)-1H-imidazole | HCID 58575418 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 86701153 | HCID 86701153 | 74.6% |
Reaction Steps
To a mixture of 6.0 g of methyl 4-fluoro-2-(methoxymethyl)-5-nitrobenzoate, 3.5 g of 2-(tetrahydrofuran-3-yl)-1H-imidazole, and 60 mL of acetonitrile was added 6.9 mL of triethylamine, followed by stirring at 70° C. for 5.5 hours. The reaction mixture was concentrated, and water and ethyl acetate were added thereto, followed by extraction with ethyl acetate. The organic layer was washed with saturated brine and then dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (chloroform/methanol) to obtain 6.65 g of methyl 2-(methoxymethyl)-5-nitro-4-[2-(tetrahydrofuran-3-yl)-1H-imidazol-1-yl]benzoate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08901126B2 |
|---|
| Source dataset | uspto-grants-2014_12 |
|---|
| ORD ID | ord-9255f6c0b1494c678cb0fbdeabce02ea |
|---|
| Source note | uspto-grants-2014_12 |
|---|