Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Methylimidazole | HCID 12749 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 22724073 | HCID 22724073 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22724155 | HCID 22724155 | 12.6% |
Reaction Steps
A mixture of 2-bromomethyl-4-(3-methoxycarbonylphenyl)-3-oxo-3,4-dihydropyrido[2,3-b]pyrazine (1.22 g) and 2-methylimidazole (1.35 g) in N,N-dimethylformamide (10 ml) was stirred at 80° C. for 1 hour. Then the mixture was poured into aqueous sodium bicarbonate and extracted with ethyl acetate twice. The combined organic solution was washed with aqueous sodium bicarbonate and brine, dried over magnesium sulfate and concentrated. The residue was chromatographed on silica gel column (5% methanol in chloroform) to give 4-(3-methoxycarbonylphenyl)-2-[(2-methylimidazol-1-yl)methyl]-3-oxo-3,4-dihydropyrido[2,3-b]pyrazine (154 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06727245B2 |
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| Source dataset | uspto-grants-2004_04 |
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| ORD ID | ord-0999185b173d42a08b70358bdc889f3e |
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| Source note | uspto-grants-2004_04 |
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