Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | 2-Chloro-5-methylpyridin-4-amine | HCID 12643706 | — |
| Reactant | 4-Hydroxy-6-methyl-2-pyrone | HCID 54675757 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86343533 | HCID 86343533 | 6% |
Reaction Steps
A well-powdered mixture of 4-amino-5-methyl-2-chloropyridine (0.5 g, 3.5 mmol), 4-hydroxy-6-methyl-pyrone (0.665 g, 5.3 mmol), and lithium chloride (0.025 g, 0.6 mmol) was heated at 160° C. for 20 min in a sealed tube. The resulting melt was cooled and the product was isolated by silica gel flash chromatography using 3% methanol in dichloromethane. Appropriate fractions were combined, concentrated under reduced pressure and the resulting solid was triturated with ethyl acetate, cooled and filtered. The solid was washed with ethyl acetate and dried to give 0.053 g of the title compound as a yellow powder. ES-MS: m/z=251 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09365546B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-e40d97fec96f4f4192d6ee5392833acd |
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| Source note | uspto-grants-2016_06 |
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