Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Peroxide | HCID 784 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 89886791 | HCID 89886791 | — |
| Reactant | HCID 178448442 | HCID 178448442 | — |
| Catalyst | HCID 178419072 | HCID 178419072 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 89886887 | HCID 89886887 | 26% |
Reaction Steps
A suspension of compound (2b) (0.188 g), 4-(1H-imidazol-4-yl)-1-isobutyl-1H-pyrazole (0.0837 g), and copper(I) oxide (0.003 g) in MeOH (200 mL) was stirred, open to air, at room temperature for 2 days. Chloroform was added to the reaction solution, which was then filtered using celite. The solvent was distilled off, and the residue was purified by neutral silica gel column chromatography (chloroform/methanol) to obtain a white solid. An aqueous sodium hydroxide solution (4 M, 0.093 mL) and a 30% aqueous hydrogen peroxide solution (0.045 mL) were added to a solution of the obtained white solid in DMSO (3 mL) and ethanol (1.5 mL) at room temperature, and the mixture was stirred for 30 minutes. Water was added to the reaction solution, and the deposit was collected by filtration, then washed with water and ether by sprinkling, and then dried under reduced pressure to obtain compound (52) (0.040 g, yield based on 2 steps: 26%) as a pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08912181B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-273eb0814b8243f6a39fd4be599dba96 |
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| Source note | uspto-grants-2014_12 |
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