HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-({4-[(Piperidin-1-yl)methyl]pyridin-2-yl}oxy)propan-1-amine → 2-[3-[4-(Piperidinomethyl)pyrid-2-yloxy]propylamino]-5-(1-methyl-2-oxopyridin-4-ylmethyl)pyrimidin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-({4-[(Piperidin-1-yl)methyl]pyridin-2-yl}oxy)propan-1-amine | HCID 14625102 | — |
| Reactant | 2-Nitroamino-5-(1-methyl-2-oxopyridin-4-ylmethyl)pyrimidin-4-one | HCID 70354123 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-[3-[4-(Piperidinomethyl)pyrid-2-yloxy]propylamino]-5-(1-methyl-2-oxopyridin-4-ylmethyl)pyrimidin-4-one | HCID 70353950 | — |
Reaction Steps
3-[4-(Piperidinomethyl)pyrid-2-yloxy]propylamine (1.12 g) and 2-nitroamino-5-(1-methyl-2-oxopyridin-4-ylmethyl)pyrimidin-4-one (1.11 g) were refluxed in ethanol (20 ml) for 40 hours. The reaction mixture was evaporated under reduced pressure and the residue was subjected to medium pressure chromatography on silica gel (eluting with 5% methanol/95% chloroform) to afford the title compound. This was dissolved in isopropanol and treated with a solution of maleic acid (0.51 g) in isopropanol to afford material which was recrystallised from isopropanol/methanol to afford 2-[3-[4-(piperidinomethyl)pyrid-2-yloxy]propylamino]-5-(1-methyl-2-oxopyridin-4-ylmethyl)pyrimidin-4-one dimaleate (0.51 g), m.p. 115°-116.5° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04540699 |
| Source dataset | uspto-grants-1985_09 |
| ORD ID | ord-9135da599374413cabf27c4647418321 |
| Source note | uspto-grants-1985_09 |