HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 69656425, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Chloro-6-methylpyridine-3-carbonitrile | HCID 520400 | — |
| Reactant | tert-butyl N-methyl-N-(4,4,4trifluoro-3-hydroxybutyl)carbamate | HCID 21928363 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 69656425 | HCID 69656425 | 31.2% |
Reaction Steps
A mixture of 2-chloro-6-methylnicotinonitrile (0.215 g, 1.41 mmol) and tert-butyl N-methyl-N-(4,4,4-trifluoro-3-hydroxybutyl)carbamate (0.345 g, 1.34 mmol) in DMF (6 mL) was treated with caesium carbonate (0.875 g, 2.69 mmol) at ambient temperature. After stirring for 4 days, the mixture was diluted with water and extracted with diethyl ether. The combined organic extracts were washed (water, brine), dried, and evaporated to an orange oil/solid mixture. The crude material was purified by silica gel chromatography, eluting with 100% dichloromethane and 5% methanol/95% dichloromethane (v/v) to give the product as a yellow oil (0.156 g, 31%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07119109B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-8198e276092c4e5ebe52d285a938d94b |
| Source note | uspto-grants-2006_10 |