HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-((6-Methyl-3-pyridyl)methyl)-2-(nitroamino)-1H-pyrimidin-4-one → 2-[3-(3,5-Dichloropyrid-2-ylamino)propylamino]-5-(6-methylpyrid-3-ylmethyl)-4-pyrimidone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-((6-Methyl-3-pyridyl)methyl)-2-(nitroamino)-1H-pyrimidin-4-one | HCID 3018360 | — |
| Reactant | N1-(3,5-dichloropyridin-2-yl)propane-1,3-diamine | HCID 14397361 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-[3-(3,5-Dichloropyrid-2-ylamino)propylamino]-5-(6-methylpyrid-3-ylmethyl)-4-pyrimidone | HCID 14397385 | — |
Reaction Steps
2-(3-Aminopropylamino)-3,5-dichloropyridine (1.0 g) and 2-nitroamino-5-(6-methylpyrid-3-ylmethyl)-4-pyrimidone (1.04 g) were fused together on an oil bath at 140° C. for 5 hr. On cooling, water was added, the pH adjusted to 7 and the resulting solid filtered off. Chromatography (silica gel, chloroform/methanol, graded elution 50:1 to 35:1) and recrystallisation from methanol afforded 2-[3-(3,5-dichloropyrid-2-ylamino)propylamino]-5-(6-methylpyrid-3-ylmethyl)-4-pyrimidone, (0.55 g; 33%) m.p. 147°-48° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04548940 |
| Source dataset | uspto-grants-1985_10 |
| ORD ID | ord-533d616d77e7478eba0754593b5d4603 |
| Source note | uspto-grants-1985_10 |