HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 16116818, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | 3''-Fluoro-3,2':3',4''-terpyridine-5',6'-diamine | HCID 59595954 | — |
| Product | HCID 16116818 | HCID 16116818 | 17% |
Reaction Steps
To a solution of 3″-fluoro-3,2′:3′,4″-terpyridine-5′,6′-diamine (Intermediate 1, 158 mg, 0.56 mmol) in THF (5 mL) Et3N (156 μL, 1.12 mmol) and carbonyldiimidazole (182 mg, 1.12 mmol) were added sequentially. The reaction mixture was heated to reflux for 4 h and then the solvent was removed under reduced pressure. Flash chromatography of the resulting crude oil (CH2Cl2/EtOH/aq NH3 60:8:1 to 40:8:1) followed by reverse phase chromatography (0% CH3CN in H2O to 25% CH3CN in H2O) gave the title compound as a white solid (29 mg, 17%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07855202B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-c67899eca6894aaa8b8eb0786526bef3 |
| Source note | uspto-grants-2010_12 |