HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Methyl 5-((5,5-dimethyltetrahydrofuran-3-yl)methoxy)-6-(2-fluoro-5-methoxyphenyl)nicotinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 6-(2-fluoro-5-methoxyphenyl)-5-hydroxynicotinate | HCID 117759971 | — |
| Reactant | 4-(Bromomethyl)-2,2-dimethyloxolane | HCID 117760225 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 5-((5,5-dimethyltetrahydrofuran-3-yl)methoxy)-6-(2-fluoro-5-methoxyphenyl)nicotinate | HCID 117760190 | 99.7% |
Reaction Steps
A solution of methyl 6-(2-fluoro-5-methoxyphenyl)-5-hydroxynicotinate (700 mg), potassium carbonate (1.10 g) and 4-(bromomethyl)-2,2-dimethyltetrahydrofuran (730 mg) in DMF (5.0 mL) was stirred at 80° C. for 4 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate and the extract was dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give the title compound (980 mg) as a pale-yellow oil. This compound was used for the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181186B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-cbd6cbcb9b594d9ebcb622ae6cb1cfb6 |
| Source note | uspto-grants-2015_11 |