HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 57800261, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 3-[3-(Chloromethyl)-1,2,4-oxadiazol-5-yl]-2-(methylsulfanyl)pyridine | HCID 2796760 | — |
| Reactant | 2-propyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile | HCID 67405155 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 57800261 | HCID 57800261 | 84% |
Reaction Steps
To a solution of 2-propyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile (Example 153A) (0.100 g, 0.396 mmol) in anhydrous acetonitrile (20 mL) was added Cs2CO3 (1.30 g, 4.00 mmol) and 3-[3-(chloromethyl)-1,2,4-oxadiazol-5-yl]-2-(methylthio)pyridine (0.170 g, 0.594 mmol). The mixture was heated under N2, for 2 h. Upon cooling, the mixture was partitioned between EtOAc and water. The organic phase was separated, dried (MgSO4) and concentrated in vacuo. The residue was purified by flash chromatography (0-20% EtOAc-hexanes gradient) to afford a pure product (0.152 g, 84% yield): MS (ES) m/z 458 (M+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07572820B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-bd29831c523b4f29b665f7bbd127a723 |
| Source note | uspto-grants-2009_08 |