HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 86684818, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 86684819 | HCID 86684819 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Catalyst | Molybdenum pentachloride | HCID 61497 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86684818 | HCID 86684818 | 38.1% |
Reaction Steps
Water (0.2 mL) was added to a suspension of molybdenum(V) chloride (160 mg, 0.56 mmol) in THF (1 mL), then after 5 min zinc dust (60 mg, 0.92 mmol) was added portionwise, followed by (S)-6-(3-(4-bromophenyl)-3-o-tolylpropanoyl)-3-methoxypyridazine 1-oxide (100 mg, 0.23 mmol). The mixture was heated at reflux for 90 min, then partitioned between water and ethyl acetate. The organic layer was washed with brine, dried over magnesium sulfate, filtered, and evaporated in vacuo. Chromatography (SiO2; heptane-ethyl acetate gradient) afforded the title compound (36 mg, 38%). Colorless gum, MS: 411.2 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09090565B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-24b9539e5d3d4250ad32e997643069b4 |
| Source note | uspto-grants-2015_07 |