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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1180503Generated: October 31, 2026

Diethylamine → HCID 22053543, compound

https://huagongshe.com/reaction/1180503

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethylamineHCID 8021—
ReactantPhenylacetyleneHCID 10821—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 11717372HCID 11717372—
CatalystHCID 178418397HCID 178418397—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22053543HCID 22053543—

Reaction Steps

A mixture of 1-(5-bromo-3-pyridyl)-4-tert-butoxycarbonylhomopiperazine (3.5 g, 9.8 mmol), phenylacetylene (2.0 g, 19.6 mmol), tetrakis(triphenylphosphine)palladium(0) (100 mg, 0.086 mmol), diethylamine (1.4 g, 19.6 mmol) and tetrahydrofuran (50 ml) was refluxed for 5 hours. Aqueous sodium hydroxide (75 ml, 1M) was added. The mixture was extracted twice with ethyl acetate. The mixture was purified by chromatography on silica gel using ethyl acetate:petroleum (1:1) as solvent. Yield 0.54 g, 7.3%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07282494B2
Source datasetuspto-grants-2007_10
ORD IDord-36753c92bdb94a5f89d02bc7fd31dc80
Source noteuspto-grants-2007_10