HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1961472Generated: October 31, 2026
Piperidine → N-(4-tert-butylbenzyl)-2,5-dimethyl-1,8-naphthyridine-3-carboxamide
https://huagongshe.com/reaction/1961472
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 2-Amino-4-methylpyridine-3-carbaldehyde | HCID 64127747 | — |
| Reactant | N-(4-tert-butylbenzyl)-3-oxobutanamide | HCID 86661979 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | N-(4-tert-butylbenzyl)-2,5-dimethyl-1,8-naphthyridine-3-carboxamide | HCID 66632776 | — |
Reaction Steps
In a screw cap pressure tube were N-(4-tert-butylbenzyl)-3-oxobutanamide (94.5 mg, 0.38 mmol), 2-amino-4-methylnicotinaldehyde (52.0 mg, 0.38 mmol) and piperidine (151.0 μl, 1.53 mmol) suspended in EtOH (0.5 ml). The tube was sealed and the mixture heated to 120° C. for 1.5 h. The mixture was allowed to cool. EtOAc was added and the mixture washed with H2O, dried (MgSO4), filtered and concentrated. The crude product was purified by flash chromatography CH2Cl2/MeOH 96/4 yielding 61.5 mg of the title compound (47%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08415333B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-6b9578044c0f45c8889ce1379e8dafb6 |
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| Source note | uspto-grants-2013_04 |
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