HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → 4-(1H-Imidazol-1-yl)-2-(6-piperidin-1-ylpyrimidin-4-yl)-1,2-dihydro-3H-pyrazol-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | 4-Hydrazinyl-6-(piperidin-1-yl)pyrimidine | HCID 44140305 | — |
| Reactant | Ethyl 3-(N,N-dimethylamino)-2-(1H-imidazol-1-yl)acrylate | HCID 66726242 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-(1H-Imidazol-1-yl)-2-(6-piperidin-1-ylpyrimidin-4-yl)-1,2-dihydro-3H-pyrazol-3-one | HCID 59603655 | — |
Reaction Steps
5.5 g (26.3 mmol) of the compound from Example 42A and 6.1 g (31.5 mmol) of the compound from Example 8A are dissolved in 55 ml ethyl acetate and 1.2 g (10.5 mmol) p-toluenesulfonic acid are added. The mixture is heated to the reflux and is stirred at this temperature for 16 h. After cooling to RT, the precipitate is filtered off and washed with ethyl acetate. The solid is dissolved in 50 ml water and the solution is adjusted to pH 7 with 1 N hydrochloric acid. The precipitate is filtered off, washed with water and diisopropyl ether and finally dried over phosphorus pentoxide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09168249B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-ff1426cd92e84ca8883edc7c09cecee7 |
| Source note | uspto-grants-2015_10 |