HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 58319375, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-(6-Chloropyridin-3-yl)ethan-1-amine | HCID 15745605 | — |
| Reactant | Ethyl 3-chloro-3-(2-chloropyridin-3-yl)-2-cyanoacrylate | HCID 86654759 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 58319375 | HCID 58319375 | 73% |
Reaction Steps
To a solution of ethyl 3-chlor-3-(2-chloropyridin-3-yl)-2-cyanoacrylate (0.150 g, 0.55 mmol, 1 eq.) in 3 ml of acetonitrile was added 1-(6-chloropyridin-3-yl)ethanamine (0.103 g, 0.66 mmol, 1.2 eq.) followed by triethylamine (TEA) (0.167 g, 1.66 mmol, 3 eq.). The reaction was microwaved (130° C., 600 s, fixed hold, high absorption) and the solvent evaporated. The residual oil was subjected to column chromatography to give ethyl (2Z)-3-(2-chloropyridin-3-yl)-3-{[1-(6-chloropyridin-3-yl)ethyl]amino}-2-cyanoacrylate (0.157 g, 68% yield) as a mixture of 2 atropoisomers.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08476197B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-ba6fcd13e4a14af2b8cadfafb7e4f3b0 |
| Source note | uspto-grants-2013_07 |