HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 2-(1-(3-(2-(4-Morpholinophenylamino)pyrimidin-4-ylthio)benzyl)-1H-imidazol-4-yl)acetonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-(3-(Bromomethyl)phenylthio)-N-(4-morpholinophenyl)pyrimidin-2-amine | HCID 59491707 | — |
| Reactant | HCID 178510863 | HCID 178510863 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(1-(3-(2-(4-Morpholinophenylamino)pyrimidin-4-ylthio)benzyl)-1H-imidazol-4-yl)acetonitrile | HCID 59491448 | 47% |
Reaction Steps
To a stirred mixture of 4-(3-(bromomethyl)phenylthio)-N-(4-morpholinophenyl)pyrimidin-2-amine (100 mg, 0.22 mmol) and 4-cyanomethyl imidazole (47 mg, 0.44 mmol) in dimethyl formamide (2 mL), was added cesium carbonate (154 mg, 0.44 mmol) in one portion. The mixture was stirred at room temperature for 16 hours. It was filtered to remove any inorganic material, and the dimethyl formamide solution was concentrated in vacuo. The residue was column chromatographed on the silica gel using methanol:dichloromethane (4:96) as eluant to give the product (50 mg, 47%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09040549B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-049bc2d20f9147bfba18a025b2b298e8 |
| Source note | uspto-grants-2015_05 |