Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | 3-(benzyloxy)-6-methyl-4-oxo-4H-pyran-2-carboxylic acid | HCID 9856497 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 66942239 | HCID 66942239 | 87% |
Reaction Steps
As described previously, a 2 M methylamine solution in methanol (5.8 ml, 11.6 mmol) was added to a suspension of the 3-(benzyloxy)-6-methyl-4-oxo-4H-pyran-2-carboxylic acid (1.0 g, 3.84 mmol) in methanol (3 ml) at room temperature. The resulting solution was sealed, and then heated at 70° C. for overnight. A clear yellow solution was observed. The titled compound was obtained as a light yellow solid after solvent was removed by reducing pressure (1.02 g, 87% yield). 1H NMR (DMSO-D6) δ(ppm): 7.8 (br, 2H), 7.49 (m, 2H), 7.3 (m, 3H), 6.03 (s, 1H), 4.91 (s, 2H), 3.47 (s, 3H), 2.35 (s, 3H), 2.24 (s, 3H); MS (m/z): 274 (C15H16NO4+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07893269B2 |
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| Source dataset | uspto-grants-2011_02 |
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| ORD ID | ord-edd41af0672c461597865c5bfb56ebf7 |
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| Source note | uspto-grants-2011_02 |
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