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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 570983Generated: October 30, 2026

Diisopropylethylamine → Benzoylhydrazine

https://huagongshe.com/reaction/570983

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantN'-(3-iodo-4-methylbenzoyl)-2,4,6-trichlorobenzohydrazideHCID 70560276—
Reactant3-Ethynyl-imidazo[1,2-A]pyrazineHCID 72207272—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
ProductBenzoylhydrazineHCID 11955—

Reaction Steps

A mixture of 3-ethynylimidazo[1,2-a]pyrazine (0.09 g, 0.6 mmol), N′-(3-iodo-4-methylbenzoyl)-2,4,6-trichlorobenzohydrazide (0.3 g, 0.6 mmol), Pd(PPh3)4 (0.036 g, 0.03 mmol), CuI (0.008 g, 0.03 mmol) and diisopropylethylamine (0.75 ml, 0.9 mmol) in DMF (10 ml) was stirred at ambient temperature for 12 hrs under an atmosphere of nitrogen. The reaction mixture was concentrated and the crude product was purified by flash chromatography on silica gel (elution with 10% methanol in dichloromethane) to provide 2,4,6-trichloro-N′-[3-[2-(2-imidazo[1,2-a]pyrazin-3-yl)ethynyl)]]-4-methylbenzoyl]benzohydrazide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09024021B2
Source datasetuspto-grants-2015_05
ORD IDord-5efee2485d4647ff8ee415766240d1c7
Source noteuspto-grants-2015_05