HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2205749Generated: October 26, 2026
1-Ethynyl-4-(trifluoromethyl)benzene → 3-(1,1-Difluoro-2-methoxyethyl)-6-((4-(trifluoromethyl)phenyl)ethynyl)-[1,2,4]triazolo[4,3-a]pyridine
https://huagongshe.com/reaction/2205749
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Ethynyl-4-(trifluoromethyl)benzene | HCID 4348295 | — |
| Reactant | 6-Bromo-3-(1,1-difluoro-2-methoxyethyl)-[1,2,4]triazolo[4,3-a]pyridine | HCID 58118956 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-(1,1-Difluoro-2-methoxyethyl)-6-((4-(trifluoromethyl)phenyl)ethynyl)-[1,2,4]triazolo[4,3-a]pyridine | HCID 50908330 | — |
Reaction Steps
To a stirred solution of 6-bromo-3-(1,1-difluoro-2-methoxyethyl)[1,2,4]triazolo[4,3-a]pyridine (46 mg, 0.16 mmol) in THF (5 mL) was added catalytical amount of dichlorobis(triphenylphosphine)palladium(II) (11 mg) and copper(I) iodide (3 mg), followed by 1-ethynyl-4-(trifluoromethyl)benzene (41 mg, 0.24 mmol). The resulting mixture was flushed with N2 and Et3N (2 mL) was added. The reaction mixture was stirred at 70° C. overnight and purified by prep-TLC (EtOAc:hexanes=2:3) followed by HPLC to give 3-(1,1-difluoro-2-methoxyethyl)-6-((4-(trifluoromethyl)phenyl)ethynyl)-[1,2,4]triazolo[4,3-a]pyridine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09371329B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-3fe16b8958f1427cae1b8d1df71bfbb2 |
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| Source note | uspto-grants-2016_06 |
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