Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | 2-(phenoxymethyl)-6,7-dihydropyrazolo[1,5-a]pyrazin-4(5H)-one | HCID 57411799 | — |
| Catalyst | HCID 178418406 | HCID 178418406 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Ammonium Hydroxide | HCID 14923 | — |
| Product | HCID 67975786 | HCID 67975786 | 9.5% |
Reaction Steps
Manganese dioxide (0.36 g, 4.1 mmol) was added to a stirred solution of 2-phenoxymethyl-6,7-dihydro-5H-pyrazolo[1,5-a]pyrazin-4-one (0.10 g, 0.41 mmol) in toluene (5 mL). The mixture was stirred at 120° C. for 10 hours and then filtered through a pad of diatomaceous earth and washed with MeOH and AcOEt. The solvents were evaporated in vacuo and the crude product purified by RP HPLC on (C18 XBridge 30×100 5 um). Mobile phase (Gradient from 80% 0.1% NH4CO3H/NH4OH pH 9 solution in H2O, 20% ACN to 0% 0.1% NH4CO3H/NH4OH pH 9 solution in H2O, 100% ACN) to yield 2-phenoxymethyl-5H-pyrazolo[1,5-a]pyrazin-4-one (4.71 mg, 4.6% yield) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08592422B2 |
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| Source dataset | uspto-grants-2013_11 |
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| ORD ID | ord-baf12de10fde4aa49b93def61bcb9407 |
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| Source note | uspto-grants-2013_11 |
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