HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1672607Generated: October 29, 2026
Benzene, 1-chloro-4-ethynyl- → 5-[(4-chlorophenyl)ethynyl]-N,6-dimethyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2-dihydropyridine-3-carboxamide
https://huagongshe.com/reaction/1672607
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzene, 1-chloro-4-ethynyl- | HCID 70118 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 5-iodo-N,6-dimethyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2-dihydropyridine-3-carboxamide | HCID 67342767 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 5-[(4-chlorophenyl)ethynyl]-N,6-dimethyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2-dihydropyridine-3-carboxamide | HCID 67346122 | 78% |
Reaction Steps
A mixture of 5-iodo-N,6-dimethyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2-dihydropyridine-3-carboxamide (139 mg, 0.32 mmol), tetrakis(triphenylphosphine) palladium(0) (1.8 mg, 1.6 μmol), copper(I) iodide (0.6 mg 3.2 μmol), 1-chloro-4-ethynylbenzene (87 mg, 0.638 mmol) and DIEA (64 mg, 0.5 mmol) in acetonitrile (1.5 ml) was heated in a microwave oven to 70° C. for 0.5 h. After cooling, the reaction mixture was purified by flash chromatography to give 5-[(4-chlorophenyl)ethynyl]-N,6-dimethyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2-dihydropyridine-3-carboxamide (111 mg, 78%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07998984B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-76a339c039be45a98393ccad9fab4aeb |
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| Source note | uspto-grants-2011_08 |
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