Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | p-Tolyl methyl sulfone | HCID 18521 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 5-(Pyrazin-2-yl)pyridin-2(1H)-one | HCID 23318811 | — |
| Product | HCID 54373171 | HCID 54373171 | — |
Reaction Steps
Sodium hydride (0.75 g) is added to a stirred solution of 5-(2-pyrazinyl)-2(1H) pyridone (2.2 g) in DMF (150 ml). Methyl p-toluene sulfonate (4.0 g) is added to the stirred reaction mixture after 5 minutes of stirring. After 35 minutes reaction time at RT, the reaction mixture is filtered and the filtrate evaporated in vacuum. The oily solid residue is washed with ether, filtered and the dry solid treated with hot acetone. The acetone is filtered and the filtrate evaporated, yielding a solid. The ether filtrate from above is evaporated, yielding a solid which after washing with decane is combined with the acetone filtrate solid. The combined solids are recrystallized from toluene and decane (treated with charcoal and filtered while hot) resulting in the desired 1-methyl pyridone compound, M.P. 165.5°-166.5° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04432979 |
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| Source dataset | uspto-grants-1984_02 |
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| ORD ID | ord-95bbd254e0324f768f2cb84dc66af11f |
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| Source note | uspto-grants-1984_02 |
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