HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → 9-Methyl-2-propyl-4H-pyrido[1,2-a]pyrimidin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | 2-Amino-3-methylpyridine | HCID 15347 | — |
| Reactant | Methyl 3-oxohexanoate | HCID 121700 | — |
| Solvent | 2-Methoxyethanol | HCID 8019 | — |
| Product | 9-Methyl-2-propyl-4H-pyrido[1,2-a]pyrimidin-4-one | HCID 12339718 | — |
Reaction Conditions
| Temperature | -30 °C |
|---|
Reaction Steps
A solution of 54.0g of 2-amino-3-methylpyridine, 144.0g of methyl butyrylacetate, 5.0g of p-toluenesulfonic acid, and 750ml of ethylene glycol monomethyl ether is heated in a nitrogen atmosphere, under reflux, for 60 hours. The solution is concentrated to dryness in vacuo, and the residual oil extracted with two 250ml portions of pentane. The pentane solution is concentrated to a volume of 250ml and cooled at -30°C to yield the title compound, melting point 59°-60°C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US03935197 |
| Source dataset | uspto-grants-1976_01 |
| ORD ID | ord-2ee1cbf26f2e46e4a3dca42e0247362c |
| Source note | uspto-grants-1976_01 |