HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,10-Phenanthroline → HCID 58174131, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,10-Phenanthroline | HCID 1318 | — |
| Reactant | 2,2,2-Trifluoroethanol | HCID 6409 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 58174157 | HCID 58174157 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 58174131 | HCID 58174131 | 26.1% |
Reaction Steps
To a solution of N-(2-{4-[(4-iodopyridin-2-yl)oxy]phenyl}ethyl)pteridin-4-amine (300 mg, 0.64 mmol) and 2,2,2-trifluoroethanol (5 mL, 1.27 mmol) in a 45 mL Parr Bomb was added Cs2CO3 (412 mg, 1.27 mmol), 1,10-phenanthroline (22 mg, 0.127 mmol), and CuI (12 mg, 0.064 mmol). The reaction was held at 110° C. for 72 h, diluted with CH2Cl2, and washed with H2O. The organic layer was concentrated in vacuo and the residue was purified by preparative HPLC to afford pteridin-4-yl-(2-{4-[4-(2,2,2-trifluoroethoxy)-pyridin-2-yloxy]-phenyl}-ethyl)-amine (74 mg, 26%) as a yellow solid: mp 166° C.; EIMS m/z 442 ([M]+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08895568B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-654baad086a44db88d92a7a9cd80ab28 |
| Source note | uspto-grants-2014_11 |