HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 5-(1-Benzyl-5-iodo-1h-1,2,3-triazol-4-yl)-2-fluorobenzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzyl azide | HCID 12152 | — |
| Reactant | Iodine chloride | HCID 24640 | — |
| Reactant | 5-Ethynyl-2-fluorobenzonitrile | HCID 53429295 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-(1-Benzyl-5-iodo-1h-1,2,3-triazol-4-yl)-2-fluorobenzonitrile | HCID 68737269 | — |
Reaction Steps
A mixture of Example 62B (200 mg, 1.38 mmol), benzyl azide (0.176 mL, 1.38 mmol), tetrahydrofuran (12 mL), triethylamine (0.230, 1.56 mmol), CuI (263 mg, 1.38 mmol) and ICl (0.069 mL, 1.38 mmol) under argon was stirred at room temperature for 24 hours. The solvent was evaporated and the crude mixture was dissolved in dichloromethane, loaded directly onto a silica gel column and eluted with ethyl acetate/hexanes (10-20%) to afford the title compound. MS (ESI+) m/z 404.9 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09163007B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-b9eaf400ba7a44cb8522ffeb28a06fd0 |
| Source note | uspto-grants-2015_10 |