Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Pyridinecarboxaldehyde | HCID 13389 | — |
| Reactant | Potassium Bicarbonate | HCID 516893 | — |
| Reactant | HCID 178492098 | HCID 178492098 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Product | HCID 178492101 | HCID 178492101 | — |
Reaction Steps
2-[[4-(3-Methoxy-2-pyridyl)butyl]amino]-4-(1H)-pyrimidinone (0.14 g) and pyridine-4-aldehyde (0.06 g) were refluxed in concentrated hydrochloric acid (1 ml) for 5 hours. The solution was cooled and neutralised by the addition of potassium bicarbonate. Water (2 ml) was added, the aqueous layer was then decanted from the red coloured oil which was washed with more water. The oil was subjected to chromatography on silica gel using gradient elution (100% chloroform→2% Methanol in chloroform). The fractions containing the desired product were collected, combined and evaporated under reduced pressure to afford the title compound as an oil; δ(CDCl3) 1.67 (4H, m), 2.80 (2H, t), 3.36 (2H, m), 3.80 (3H, s), 5.72 (1H, s), 7.07 (2H, d), 7.35 (2H, d), 7.49 (1H, s), 7.87 (1H, t), 8.43 (2H, m) ppm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04569996 |
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| Source dataset | uspto-grants-1986_02 |
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| ORD ID | ord-c01609b71c774528952ec79dfcdf5475 |
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| Source note | uspto-grants-1986_02 |
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