Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Methyl Glycolate | HCID 66774 | — |
| Reactant | 8-imino-1,7-naphthyridin-7(8H)-amine 2,4,6-trimethylbenzenesulfonate | HCID 86667814 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 68089368 | HCID 68089368 | 49.4% |
Reaction Steps
To a suspension of 8-imino-1,7-naphthyridin-7(8H)-amine-2,4,6-trimethylbenzenesulfonate (1.2 g, 2.83 mmol) in EtOH (30 mL) was added NaOH (227 mg, 5.67 mmol). The mixture was stirred at 60° C. for 1 h. Then methyl 2-hydroxyacetate (773 mg, 8.50 mmol) was added. The resulting mixture was stirred at reflux for 2 h. The mixture was concentrated and purified by silica gel column chromatography (eluting with DCM/MeOH v/v 30:1) to give [1,2,4]triazolo[1,5-h][1,7]naphthyridin-2-ylmethanol as a yellow solid (280 mg, yield 49%). ESI MS: m/z 201.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08765760B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-0a2658a4017b4b7a9965c352a851c648 |
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| Source note | uspto-grants-2014_07 |
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