HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Ethoxy-4-iodopyridine → N-{2-[4-(2-Ethoxy-pyridin-4-ylethynyl)-phenyl]-1-methyl-ethyl}-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Ethoxy-4-iodopyridine | HCID 66610772 | — |
| Reactant | N-(1-(4-ethynylphenyl)propan-2-yl)acetamide | HCID 86669621 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | N-{2-[4-(2-Ethoxy-pyridin-4-ylethynyl)-phenyl]-1-methyl-ethyl}-acetamide | HCID 66610737 | — |
Reaction Steps
To 100 mg (0.50 mmol) N-[2-(4-ethynyl-phenyl)-1-methyl-ethyl]-acetamide (I58.2) and 124 mg (0.50 mmol) 2-ethoxy-4-iodo-pyridine (I6.1) in 5.00 mL ACN are added 20.3 mg (0.03 mmol) 1,1′-bis[diphenylphosphino]ferrocenepalladium dichloride dichloromethane complex (1:1), 4.83 mg (0.03 mmol) CuI and 0.16 mL (1.16 mmol) TEA. The mixture is stirred at r.t. over night, then poured onto water and extracted with DCM. The organic layer is dried with MgSO4 and the solvent is removed in vacuo. The residue is purified by column chromatographie (silica gel; PE/EtOAc 1/1→EtOAc 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08835472B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-c850e99305e04996985a3dd93b2ef0ef |
| Source note | uspto-grants-2014_09 |