HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-((6-Methyl-3-pyridyl)methyl)-2-(nitroamino)-1H-pyrimidin-4-one → 2-[2-(4-Dimethylaminomethyl-2-pyridylmethylthio)ethylamino]-5-(6-methyl-3-pyridylmethyl)-4-pyrimidone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-((6-Methyl-3-pyridyl)methyl)-2-(nitroamino)-1H-pyrimidin-4-one | HCID 3018360 | — |
| Reactant | 2-(4-Dimethylaminomethyl-2-pyridylmethylthio)ethylamine | HCID 13277327 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | 2-[2-(4-Dimethylaminomethyl-2-pyridylmethylthio)ethylamino]-5-(6-methyl-3-pyridylmethyl)-4-pyrimidone | HCID 13292604 | 61.6% |
Reaction Steps
A solution of 2-(4-dimethylaminomethyl-2-pyridylmethylthio)ethylamine (0.5 g) and 2-nitroamino-5-(6-methyl-3-pyridylmethyl)-4-pyrimidone (0.7 g) in pyridine (3 ml) was heated under reflux for 3.5 hours and evaporated to dryness. The residue was purified by elution from a column of silica gel with ethyl acetate:ethanol: 28% w/w aqueous ammonia (by volume 10:15:2) and recrystallisation from acetonitrile to give 2-[2-(4-dimethylaminomethyl-2-pyridylmethylthio)ethylamino]-5-(6-methyl-3-pyridylmethyl)-4-pyrimidone (0.58 g) m.p. 128°-129.5°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04439609 |
| Source dataset | uspto-grants-1984_03 |
| ORD ID | ord-6447e4ef62da4ec5a4958ac31e7d6f60 |
| Source note | uspto-grants-1984_03 |