HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Fluoro-4-nitrophenol → 4-(2-Fluoro-4-nitrophenoxy)-6-(methylthio)thieno[3,2-d]pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Fluoro-4-nitrophenol | HCID 9825 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Chloro-6-(methylthio)thieno[3,2-d]pyrimidine | HCID 59424451 | — |
| Solvent | Diphenyl Ether | HCID 7583 | — |
| Product | 4-(2-Fluoro-4-nitrophenoxy)-6-(methylthio)thieno[3,2-d]pyrimidine | HCID 59424478 | 88% |
Reaction Conditions
| Temperature | 130 °C |
|---|
Reaction Steps
A mixture of 280 (210 mg, 0.97 mmol), 2-fluoro-4-nitrophenol (278 mg, 1.77 mmol) and K2CO3 (560 mg, 3.54 mmol) in Ph2O (10 mL) was heated at 130° C. 60 hours, cooled to room temperature and partitioned between EtOAc and water. Organic phase was collected, dried over anhydrous Na2SO4, filtered, concentrated and purified by flash column chromatography with a gradient elution (hexane to hexane/EtOAc, 1:1) to afford the title compound 281 (288 mg, 88% yield) as a yellowish solid. MS (m/z): 338.1 (M+H) (found).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07790729B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-7ec8e1f926534686b7b9f1ecc0f56a29 |
| Source note | uspto-grants-2010_09 |