HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → N-Acetyl-N-[6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridazin-3-yl]-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 6-(5-Methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridazin-3-ylamine | HCID 42629771 | — |
| Product | N-Acetyl-N-[6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridazin-3-yl]-acetamide | HCID 67157632 | 62% |
Reaction Steps
To a solution of 6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridazin-3-ylamine (200 mg, 0.7 mmol) in THF (4 mL) was added triethylamine (0.12 mL, 0.85 mmol). The mixture was cooled in an ice bath and a solution of acetyl chloride (0.067 ml, 0.85 mmol) in THF (1 ml) was added dropwise. After stirring for 1 h at room temperature the precipitate was filtered and the organic phase was evaporated. Chromatography (SiO2, dichloromethane:methanol=100:0 to 98:2) afforded the title compound (160 mg, 62%) as a light yellow oil. MS: m/e=367.4 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07943619B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-f6bed9283368463199f625086739f46c |
| Source note | uspto-grants-2011_05 |