Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Acetylene | HCID 6326 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 69101510 | HCID 69101510 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | (1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladium | HCID 6505921 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 86602970 | HCID 86602970 | — |
Reaction Steps
8-Bromo-[1,6]naphthyridine-2-carboxylic acid cyclopropylamide, acetylene (2.5 equiv), tetrakis(triphenylphosphine)palladium (0) (5 mol %), copper (I) iodide (25 mol %), and potassium carbonate (3.0 equiv) are dissolved in 5:1 DME:water. The reaction vessel is purged with N2 and stirred overnight at 50° C. The solvent is removed in vacuo and the residue purified by preparative TLC (EtOAc) to afford the desired product as an off-white solid, LC/MS (M+H) 268.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07282506B2 |
|---|
| Source dataset | uspto-grants-2007_10 |
|---|
| ORD ID | ord-622a7b6b27e6432c960d4fb16fb21201 |
|---|
| Source note | uspto-grants-2007_10 |
|---|
