HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Ethynylaniline → 4-(4-aminophenylethynyl)-2,6-bis(N,N-bis(t-butoxycarbonylmethyl)aminomethyl)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Ethynylaniline | HCID 3760025 | — |
| Reactant | 4iodo-2,6-bis(N,N-bis(t-butoxycarbonylmethyl)aminomethyl)pyridine | HCID 14145741 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 4-(4-aminophenylethynyl)-2,6-bis(N,N-bis(t-butoxycarbonylmethyl)aminomethyl)pyridine | HCID 54212222 | — |
Reaction Steps
A mixture of compound 1 (1.08 g, 1.5 mmol), bis(triphenylphosphine)palladium(II) chloride (21 mg, 0.03 mmol), copper(I) iodide (11 mg, 0.06 mmol) and p-aminophenylacetylene (176 mg, 1.5 mmol) in 10 mL of triethylamine was deaerated with nitrogen and kept at 40° C. for 1.5 h. The mixture was diluted with 40 mL of chloroform, washed with water and dried with sodium sulfate. The solution was evaporated in vacuo and the product was obtained as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04920195 |
| Source dataset | uspto-grants-1990_04 |
| ORD ID | ord-3ddc72825ded42dd94c5b717726feffc |
| Source note | uspto-grants-1990_04 |