Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 86598207 | HCID 86598207 | — |
| Reactant | HCID 178418332 | HCID 178418332 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69103232 | HCID 69103232 | — |
Reaction Steps
Under ice-bath cooling, to a suspension of 3-amino-6-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridyl)-N-methoxy-N-methyl-5-phenyl-2-pyrazinecarboxamide (200 mg) in THF (4.0 ml) was added 3.0M solution of methylmagnesium chloride in THF (0.85 ml) dropwise. The mixture was stirred at the same temperature for 5 hours. The mixture was poured into sat. aq ammonium chloride (20 ml) and an organic layer was extracted with EtOAc (50 ml), washed with water and brine, and dried over MgSO4. The solvent was removed under reduced pressure. The residue was purified by silica-gel column chromatography (CH2Cl2:MeOH=50:1-15:1). The desired fraction was recrystallized from MeOH and dried in vacuo to give 5-(6-acetyl-5-amino-3-phenyl-2-pyrazinyl)-1-isopropyl-2(1H)-pyridone (111 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07407961B2 |
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| Source dataset | uspto-grants-2008_08 |
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| ORD ID | ord-28c4e17f3df04daf95ed99a89e105a1d |
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| Source note | uspto-grants-2008_08 |
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