HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 58913548, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Chloromethyl 2-(trimethylsilyl)ethyl ether | HCID 2724271 | — |
| Reactant | HCID 178477918 | HCID 178477918 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58913548 | HCID 58913548 | 80% |
Reaction Steps
To a mixture of 3-(2,4-bis-benzyloxy-5-chloro-phenyl)-4-iodo-1H-pyrazole (4.46 g, 8.63 mmol) and caesium carbonate (8.43 g, 25.88 mmol) in DMF (50 ml) was added 2-(trimethylsilyl)ethoxymethyl chloride (2.29 ml, 12.94 mmol). The mixture was stirred at room temperature overnight before being partitioned between water and DCM. The organics were then washed with brine and water and concentrated in vacuo to give a yellow oil which was purified by column chromatography using hexanes and ethyl acetate as eluent, yielding 3-(2,4-bis-benzyloxy-5-chloro-phenyl)-4-iodo-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazole as a clear colourless oil (4.44 g, 80%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07247734B2 |
| Source dataset | uspto-grants-2007_07 |
| ORD ID | ord-54743caf339d45d6a13071f79a0a3ed0 |
| Source note | uspto-grants-2007_07 |