HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)- → 4-(1H-Imidazol-1-yl)-2-(4-methylpyridin-2-yl)-1,2-dihydro-3H-pyrazol-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)- | HCID 18462 | — |
| Reactant | 2-Hydrazinyl-4-methylpyridine | HCID 12266739 | — |
| Reactant | Ethyl 3-(N,N-dimethylamino)-2-(1H-imidazol-1-yl)acrylate | HCID 66726242 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 4-(1H-Imidazol-1-yl)-2-(4-methylpyridin-2-yl)-1,2-dihydro-3H-pyrazol-3-one | HCID 59603646 | — |
Reaction Steps
200 mg (1.0 mmol) of the compound from Example 42A and 118 mg (1.0 mmol) of the compound from Example 1A are dissolved in 2 ml ethanol and 44 mg (0.2 mmol) camphor-10-sulfonic acid are added. The mixture is heated under reflux for 16 h and then concentrated and the residue is purified by means of preparative HPLC (RP18 column; mobile phase: acetonitrile/water gradient with addition of 0.1% formic acid in the water).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08653111B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-0bc480f0496c48c0a9c8556a4d697bac |
| Source note | uspto-grants-2014_02 |