Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethylene Glycol | HCID 174 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-Naphthalenethiol | HCID 68259 | — |
| Reactant | HCID 57590525 | HCID 57590525 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 57590527 | HCID 57590527 | 99.8% |
Reaction Steps
A mixture of 4-(4-iodobenzoxazol-2-yl)piperazine-1-carboxylic acid benzyl ester (0.80 g, 1.73 mmol), 1-naphthylthiol (0.276 g, 1.73 mmol), CuI (0.066 g, 0.35 mmol), ethylene glycol (0.214 g, 3.45 mmol), and K2CO3(0.477 g, 3.45 mmol) in isopropanol was heated at 90° C. overnight, cooled, diluted with 20% MeOH in CH2Cl2 and filtered through a pad of silica gel. The filtrated was concentrated and purified by chromatography with 1-3% MeOH in CH2Cl2 to provide the title compound (0.856 g, 93%), characterized by NMR and mass spectral analyses.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07501421B2 |
|---|
| Source dataset | uspto-grants-2009_03 |
|---|
| ORD ID | ord-f7800f338ea840ef9f35c02020278be5 |
|---|
| Source note | uspto-grants-2009_03 |
|---|
