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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1163022Generated: October 29, 2026

Triethylamine → HCID 57714143, compound

https://huagongshe.com/reaction/1163022

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantAmmonium ChlorideHCID 25517—
Reactant5-Bromo-4-(2,2-dimethylpropylamino)pyrimidine-2-carbonitrileHCID 17968161—
ReactantHCID 57714139HCID 57714139—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
ProductHCID 57714143HCID 5771414393%

Reaction Conditions

Temperature85 °C

Reaction Steps

To a solution of 4-benzyl-1-prop-2-ynyl-piperazine-2,6-dione (1.5 mmol) and 5-bromo-4-(2,2-dimethyl-propylamino)-pyrimidine-2-carbonitrile (1 mmol) in DMF (5 ml), triethylamine (3.0 mmol), dichlorobis(triphenylphosphine)palladium (II) (0.1 mmol) and copper (I) iodide (0.2 mmol) are added. The reaction mixture is heated at 85° C. ca. for 1 day. Saturated aqueous solution of ammonium chloride is added to the reaction mixture and then aqueous layer is extracted with two 50 ml portions of AcOEt. The combined extracts are washed with brine, dried over magnesium sulfate and concentrated under vacuum to give crude product, which is purified by silica gel column chromatography. Yield: 93%. Rf=0.3 (AcOEt only)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07820818B2
Source datasetuspto-grants-2010_10
ORD IDord-1d771e9489744823b1b0d356fd4806f1
Source noteuspto-grants-2010_10