Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium nitromalonaldehyde hydrate | HCID 71317419 | — |
| Reactant | HCID 178418690 | HCID 178418690 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 178434470 | HCID 178434470 | 52.1% |
Reaction Steps
A 5 mL reaction vessel was charged with 3-methyl-1H-pyrazol-5-amine (68 mg, 0.70 mmol), sodium nitromalonaldehyde monohydrate (121 mg, 0.77 mmol) and AcOH (2 mL). The flask was heated to 90° C. under a nitrogen atmosphere overnight. The following day the mixture was poured into water (10 mL), and the precipitate was filtered and rinsed with water (3×5 mL). The precipitate was triturated with minimal Et2O to provide 3-methyl-5-nitro-1H-pyrazolo[3,4-b]pyridine as a solid (65 mg, 52% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08394795B2 |
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| Source dataset | uspto-grants-2013_03 |
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| ORD ID | ord-3c7f71f284a04225b36f45bc5b7af167 |
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| Source note | uspto-grants-2013_03 |
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