HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 606902Generated: October 30, 2026
Triethylamine → 5-(3-Trifluoromethoxyphenylethynyl)-nicotinonitrile
https://huagongshe.com/reaction/606902
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 5-Bromonicotinonitrile | HCID 736793 | — |
| Reactant | 3-(Trifluoromethoxy)Phenylacetylene | HCID 26986262 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178419050 | HCID 178419050 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 5-(3-Trifluoromethoxyphenylethynyl)-nicotinonitrile | HCID 67047548 | 15% |
Reaction Steps
Add triethylamine (1.73 mL, 12.28 mmol), copper (I) iodide (34.0 mg, 0.180 mmol) and bis(triphenylphosphine)palladium (II) dichloride (107.7 mg, 0.150 mmol) to a solution of 5-bromonicotinonitrile (562.2 mg, 3.07 mmol) and 1-ethynyl -3-trifluoromethoxybenzene, (prepared as described in PREPARATION 28), (571.4 mg, 3.07 mmol) in ethyl acetate (3 mL). Stir in a sealed tube at 50° C. for 18 h, concentrate and purify the residue by silica gel chromatography, eluting with 100:0 to 100:50 hexanes:ethyl acetate, to give the title compound (130 mg, 15%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07915424B2 |
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| Source dataset | uspto-grants-2011_03 |
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| ORD ID | ord-8576a567435041f0bfa9ddb0cce0e1b0 |
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| Source note | uspto-grants-2011_03 |
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