HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Methoxide → 3-Methoxy-6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | 3-Chloro-6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridazine | HCID 42629769 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-Methoxy-6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridazine | HCID 42630501 | 28.5% |
Reaction Steps
To a solution of 3-chloro-6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridazine (200 mg, 0.66 mmol) in a mixture of methanol (3 mL) and THF (1 mL) was added dropwise sodium methoxide (5.4 M in MeOH, 0.16 mL, 0.86 mmol) and the reaction mixture was heated under reflux for 24 h. After dilution with tert-butylmethylether (4 mL) and water (2 mL) it was extracted with tert-butylmethylether (15 mL) and dried over sodium sulfate. Concentration and purification by chromatography (SiO2, heptane:ethyl acetate=100:0 to 50:50) afforded the title compound (56 mg, 27%) as a colorless oil. MS: m/e=298.3 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07943619B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-344499417ca14e7d9e54633bba35ba73 |
| Source note | uspto-grants-2011_05 |