HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2039859Generated: November 1, 2026
Trimethylsilylacetylene → HCID 66922255, compound
https://huagongshe.com/reaction/2039859
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Trimethylsilylacetylene | HCID 66111 | — |
| Reactant | 2-Chloro-5-methylpyridin-3-amine | HCID 2734422 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 66922255 | HCID 66922255 | 35.7% |
Reaction Steps
2-Chloro-5-methyl-pyridin-3-ylamine (10 g, 70.13 mmol), trimethylsilylacetylene (13.8 g, 140.3 mmol), copper(I) iodide (534 mg, 2.81 mmol) and bis(triphenylphosphine)palladium(II) chloride (1.97 g, 2.81 mmol) were dissolved in triethylamine (140 ml) and stirred at 80° C. for 5 h. After cooling to room temperature, the reaction mixture was filtered over a plug of celite, and the solvent was removed in vacuo. The residue was purified by column chromatography (silica gel, EA/HEP) to give 5.12 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08580813B2 |
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| Source dataset | uspto-grants-2013_11 |
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| ORD ID | ord-efe8b41371f1471781f60d3a5db32980 |
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| Source note | uspto-grants-2013_11 |
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