HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1909247Generated: October 30, 2026
Cyanoacetamide → 2-Methyl-4-methoxymethyl-5-cyano-6-oxypyridine
https://huagongshe.com/reaction/1909247
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cyanoacetamide | HCID 7898 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 3-Pentyn-2-one, 5-methoxy- | HCID 83303 | — |
| Reactant | Piperidine, acetate | HCID 9793820 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-Methyl-4-methoxymethyl-5-cyano-6-oxypyridine | HCID 94999 | 8.7% |
Reaction Steps
To a solution of 5-methoxypent-3-yn-2-one (1.2 g, 10.7 mmol) in 90% ethanol (22 mL), cyanoacetamide (1.08 g, 12.85 mmol) and piperidine acetate {prepared by the addition of piperidine to a solution of acetic acid (0.5 mL) in water (1 mL) till pH 8} were added and reaction heated at 90° C. for 16 h. On completion, ethanol was evaporated and water was added to residue. Solid obtained was filtered and washed with water. Then this solid was stirred with acetonitrile for 10 min and filtered again to obtain the desired intermediate (0.165 g, 8.68%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08598167B1 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-ff6f2837fbe2422793f2d1cc346c1b6e |
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| Source note | uspto-grants-2013_12 |
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