HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2359046Generated: November 4, 2026
Diisopropylethylamine → HCID 67261966, compound
https://huagongshe.com/reaction/2359046
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Cyclopropylacetylene | HCID 138823 | — |
| Reactant | HCID 86657922 | HCID 86657922 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67261966 | HCID 67261966 | 51% |
Reaction Steps
To a solution of 2-bromo-4-[1-sec-butyl-3-(5-chloro-2-thienyl)-1H-pyrazol-4-yl]pyridine (0.18 mmol) in 2 mL of tetrahydrofurane was added cyclopropylacetylene (0.71 mmol), copper iodide (0.053 mmol), dichlorobis(triphenylphosphine)palladium (II) (0.053 mmol) and N,N-diisopropylethlamine (0.88 mmol). The resulting mixture was stirred in the microwave at 120° C. for 3 min. The solvent was then evaporated and the residue was purified by chromatography on silica gel (hepthane:ethyl acetate 5:1 to 2:1) to afford 35 mg of 4-[1-sec-butyl-3-(5-chloro-2-thienyl)-1H-pyrazol-4-yl]-2-(cyclopropylethynyl)pyridine (51% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08685974B2 |
|---|
| Source dataset | uspto-grants-2014_04 |
|---|
| ORD ID | ord-e52cbb50775d4826a0298c6a7988d978 |
|---|
| Source note | uspto-grants-2014_04 |
|---|