HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 5-Methoxy-3-[[2-(2,2,2-trifluoro-1-methylethoxy)-4-pyridinyl]oxy]pyridazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Chloro-5-methoxypyridazine | HCID 10975612 | — |
| Reactant | HCID 178467029 | HCID 178467029 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Diglyme | HCID 8150 | — |
| Product | 5-Methoxy-3-[[2-(2,2,2-trifluoro-1-methylethoxy)-4-pyridinyl]oxy]pyridazine | HCID 18994139 | 43.1% |
Reaction Steps
2-(2,2,2-Trifluoro-1-methylethoxy)-4-pyridinol (0.64 g, 3.09 mmol), 3-chloro-5-methoxy-pyridazine (0.44 g, 3.09 mmol), potassium carbonate (0.85 g, 6.18 mmol) and CuBr (0.89 g, 6.18 mmol) were stirred under nitrogen in diglyme (5 mL) at 100° C. for 6 days. The mixture was then poured in water and extracted several times with ethyl acetate. The combined organic layers were dried (MgSO4), filtered and evaporated in-vacuo. The crude product was purified by flash chromatography to give 5-methoxy-3-[[2-(2,2,2-trifluoro-1-methylethoxy)-4-pyridinyl]oxy]pyridazine (0.42 g, 43% yield, Compound No. 10) as a white solid, mp=100° C. -102° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05484761 |
| Source dataset | uspto-grants-1996_01 |
| ORD ID | ord-b5f0dd7e726b46cdb756714e6f51df0d |
| Source note | uspto-grants-1996_01 |