HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → 2-[[2-Hydroxy-3-[3-(1-piperidinylmethyl)phenoxy]propyl]amino]-5-[(6-methyl-3-pyridinyl)methyl]-4-(3H)-pyrimidinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 5-[(6-Methylpyridin-3-yl)methyl]-2-(methylsulfanyl)pyrimidin-4(3H)-one | HCID 12783827 | — |
| Reactant | 1-Amino-3-{3-[(piperidin-1-yl)methyl]phenoxy}propan-2-ol | HCID 13189825 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | 2-[[2-Hydroxy-3-[3-(1-piperidinylmethyl)phenoxy]propyl]amino]-5-[(6-methyl-3-pyridinyl)methyl]-4-(3H)-pyrimidinone | HCID 20246025 | 38.9% |
Reaction Steps
A mixture of 5-(6-methyl-3-pyridinylmethyl)-2-methylthio-4(3H)-pyrimidinone (1.24 g) and 1-amino-3-[3-[1-piperidinylmethyl]phenoxy]-2-propanol (Compound A) (1.32 g) was heated at 120° for 1.5 h and then at 130°-140° for 2.5 h. The resulting brown glass was dissolved in chloroform (25 ml) and added to stirred dry diethyl ether (250 ml) to precipitate a white solid (1.5 g). This solid was recrystallised from ethyl acetate to give the title compound (0.9 g) as a white solid, m.p. 115°-117°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04571394 |
| Source dataset | uspto-grants-1986_02 |
| ORD ID | ord-2cb68b6d2ead44acb0f012cf5fdd7434 |
| Source note | uspto-grants-1986_02 |