HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 76203Generated: October 26, 2026
Diisopropylethylamine → N-{2-[5-(4-Ethoxy-phenylethynyl)-pyridin-2-yl]-ethyl}-acetamide
https://huagongshe.com/reaction/76203
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-Ethoxy-4-ethynylbenzene | HCID 2775124 | — |
| Reactant | N-[2-(5-bromo-pyridin-2-yl)-ethyl]-acetamide | HCID 66611273 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | Dichlorobis(triphenylphosphine)palladium | HCID 6102075 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-{2-[5-(4-Ethoxy-phenylethynyl)-pyridin-2-yl]-ethyl}-acetamide | HCID 68181171 | — |
Reaction Steps
0.55 mL (3.91 mmol) DIPEA is added to 190 mg (0.78 mmol) N-[2-(5-bromo-pyridin-2-yl)-ethyl]-acetamide (I48.1), 3.72 mg (0.02 mmol) CuI and 13.7 mg (0.02 mmol) bis(triphenylphosphin)palladium-(II)-chloride. 171 mg (1.17 mmol) 4-ethoxyphenylacetylene are added and the reaction mixture is heated for 10 min at 80° C. in a microwave oven. The mixture is diluted with EtOAc and washed with water (1×) and diluted aq. ammonia solution. The organic layer is dried with MgSO4 and the solvent is removed in vacuo. The residue is purified by HPLC (MeOH/H2O/NH3).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08835472B2 |
|---|
| Source dataset | uspto-grants-2014_09 |
|---|
| ORD ID | ord-51640ff832fb4083add4a8d495683a8a |
|---|
| Source note | uspto-grants-2014_09 |
|---|