HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 69082291, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Iodo-3-nitrobenzene | HCID 12574 | — |
| Reactant | HCID 86626642 | HCID 86626642 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | Palladium, tris[mu-[(1,2-eta:4,5-eta)-(1E,4E)-1,5-diphenyl-1,4-pentadien-3-one]]di-, compd. with trichloromethane (1:1) | HCID 11029508 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 69082291 | HCID 69082291 | 56.1% |
Reaction Steps
Tris(dibenzylideneacetone)dipalladium(0) chloroform adduct (0.395 mg, 0.03 eq.), 3-iodonitrobenzene (3.5 g, 1.1 eq.), triethylamine (3.87 g, 3 eq.), and copper (I) iodide (0.145 g, 0.06 eq.) were added sequentially to a solution of 2-ethyl-1-(2-propynyl)-1H-imidazo[4,5-c]quinolin-4-amine (3 g, 13 mmol, 1.0 eq.) in DMF. The reaction mixture was stirred at ambient temperature for 3.5 hours. A precipitate was isolated by filtration and then recrystallized from dichloromethane to provide 2.6 g of 2-ethyl-1-[3-(3-nitrophenyl)-2-propynyl]-1H-imidazo[4,5-c]quinoline as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08802853B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-e633b47bf7514073a612d17155b305ad |
| Source note | uspto-grants-2014_08 |