Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2359046Generated: November 4, 2026

Diisopropylethylamine → HCID 67261966, compound

https://huagongshe.com/reaction/2359046

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantCyclopropylacetyleneHCID 138823—
ReactantHCID 86657922HCID 86657922—
CatalystCopper iodideHCID 83717—
CatalystHCID 178418476HCID 178418476—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67261966HCID 6726196651%

Reaction Conditions

Temperature120 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08685974B2
Source datasetuspto-grants-2014_04
ORD IDord-e52cbb50775d4826a0298c6a7988d978
Source noteuspto-grants-2014_04