HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 3-Iodo-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-indazole-5-carbaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Chloromethyl 2-(trimethylsilyl)ethyl ether | HCID 2724271 | — |
| Reactant | HCID 178519380 | HCID 178519380 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-Iodo-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-indazole-5-carbaldehyde | HCID 58407583 | 82.5% |
Reaction Steps
21.6 g (79.5 mmol) 3-iodo-1H-indazole-5-carbaldehyde (Example 3A), dissolved in DMF (100 ml), and 31.1 g (95.4 mmol) cesium carbonate were slowly treated with 15.9 g (95.4 mmol) 2-(trimethylsilyl)ethoxymethyl chloride at 0° C. The mixture was warmed to room temperature, and stirring was continued for 12 h. The solids were then filtered off, and the filtrate was evaporated to dryness yielding the title compound (26.4 g, 82% of th.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09073939B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-c404087da0fe4a41981c377dc07fbb5c |
| Source note | uspto-grants-2015_07 |