HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-(2-Methoxypyrimidine-4-yl)-6-(2-fluoroethoxy)benzothiophene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium methanolate methanol | HCID 23694274 | — |
| Reactant | 2-(2-Chloropyrimidine-4-yl)-6-(2-fluoroethoxy)benzothiophene | HCID 86646556 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(2-Methoxypyrimidine-4-yl)-6-(2-fluoroethoxy)benzothiophene | HCID 46947549 | 75.8% |
Reaction Steps
2-(2-Chloropyrimidine-4-yl)-6-(2-fluoroethoxy)benzothiophene (105b, 80 mg, 0.26 mmol) obtained in Preparation Example 20 was dissolved in anhydrous tetrahydrofuran (4 mL). A 0.5 M sodium methoxide methanol solution (NaOMe in MeOH, 1.0 mL, 0.5 mmol) was added to the reaction mixture and stirred at room temperature for 18 hours. To the reaction mixture was added water, and organic compounds were extracted with ethyl acetate and evaporated after a treatment with sodium sulfate. Column chromatography was performed to give the target compound 2-(2-methoxypyrimidine-4-yl)-6-(2-fluoroethoxy)benzothiophene (1-34, 60 mg, 70%) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08497260B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-f475f210ea684d1ba8a3c1ee54f2b3ca |
| Source note | uspto-grants-2013_07 |