HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-(5-Bromopyridin-3-yl)-2-(6-morpholin-4-ylpyrimidin-4-yl)-1,2-dihydro-3H-pyrazol-3-one hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | (6-Morpholin-4-ylpyrimidin-4-yl)hydrazine | HCID 13393622 | — |
| Reactant | Ethyl 3-(dimethylamino)-2-(5-bromopyridin-3-yl)acrylate | HCID 68799628 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 4-(5-Bromopyridin-3-yl)-2-(6-morpholin-4-ylpyrimidin-4-yl)-1,2-dihydro-3H-pyrazol-3-one hydrochloride | HCID 70872664 | — |
Reaction Steps
At 100° C., 500 mg (1.7 mmol) of the compound from Example 11A, 326 mg (1.7 mmol) of the compound from Example 9A and 58 mg (0.3 mmol) of p-toluenesulfonic acid are stirred in 4 ml of ethanol for 16 h. After cooling to RT, 0.5 ml of a 4 N solution of hydrogen chloride in dioxane is added, and the mixture is stirred at RT for 30 min. The precipitate is filtered off, washed first with ethanol and then with diethyl ether and dried under reduced pressure.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08524699B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-5b72c88a36a143439e8ea50a528703bc |
| Source note | uspto-grants-2013_09 |