Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium periodate | HCID 23667635 | — |
| Reactant | HCID 90026055 | HCID 90026055 | — |
| Catalyst | Osmium Tetroxide | HCID 30318 | — |
| Catalyst | Benzyl triethylammonium chloride | HCID 66133 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 83878940 | HCID 83878940 | 99.9% |
Reaction Steps
A mixture of 1-(1-methyl-5-(2-methylprop-1-enyl)-1H-1,2,4-triazol-3-yl)piperidine (376 mg, 1.71 mmol, Eq: 1.00), sodium periodate (1.46 g, 6.83 mmol, Eq: 4), osmium tetroxide 4% aq. (325 mg, 325 μl, 51.2 μmol, Eq: 0.03) and benzyltriethylammonium chloride (155 mg, 683 μmol, Eq: 0.4) in dioxane (17.9 ml) and water (4.12 ml) was stirred for 1.5 hours at 70° C. The mixture was diluted with ethyl acetate and washed 2× with water and brine. The organic layer was separated, dried over magnesium sulfate, filtrated and evaporated affording 2-methyl-5-piperidin-1-yl-2H-[1,2,4]triazole-3-carbaldehyde (331 mg, 99.9%) as a brown waxy solid. MS: m/z=195.4 (M+H+)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09394311B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-7c9892e12ca14bd382fce9728a875544 |
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| Source note | uspto-grants-2016_07 |
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