HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Ethynylaniline → 5-[(4-aminophenyl)ethynyl]-3-(1-ethyl-1H-imidazo[4,5-c]pyridin-2-yl)pyrazin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Ethynylaniline | HCID 3760025 | — |
| Reactant | 5-bromo-3-(1-ethyl-1H-imidazo[4,5-c]pyridin-2-yl)pyrazin-2-amine | HCID 59852408 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 5-[(4-aminophenyl)ethynyl]-3-(1-ethyl-1H-imidazo[4,5-c]pyridin-2-yl)pyrazin-2-amine | HCID 9841572 | — |
Reaction Steps
5-Bromo-3-(1-ethyl-1H-imidazo[4,5-c]pyridin-2-yl)pyrazin-2-amine (0.051 g, 0.16 mmol) (made in example 2), 4-ethynylaniline (0.060 g, 0.51 mmol), dichlorobis(triphenylphosphine)palladium(II) (0.006 g, 0.009 mmol), copper iodide (0.004 g, 0.02 mmol) and triethyl amine (3 mL) were combined and subjected to 180° C. for 1 hr in a SmithSynthesizer microwave. The resulting mixture is treated with silica gel, and the volatiles removed in vacuo. The title compound is obtained by silica gel chromatography (0.004 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07598251B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-7cdf2ef284194267a5e2f327e6a3020a |
| Source note | uspto-grants-2009_10 |