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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 131122Generated: October 26, 2026

Binap, (A+-)- → N-[5-({2-[(6-amino-5-nitropyridin-2-yl)amino]ethyl}amino)-3-(2,4-dichlorophenyl)pyrazin-2-yl]acetamide

https://huagongshe.com/reaction/131122

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBinap, (A+-)-HCID 634876—
Reactant2,6-Diamino-N2-(2-aminoethyl)-5-nitropyridineHCID 22142380—
ReactantN-acetyl-N-[3-(2,4-dichlorophenyl)-6-bromopyrazin-2-yl]acetamideHCID 22318506—
ReactantSodium t-butoxideHCID 23676156—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductN-[5-({2-[(6-amino-5-nitropyridin-2-yl)amino]ethyl}amino)-3-(2,4-dichlorophenyl)pyrazin-2-yl]acetamideHCID 10162637—

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution of N-acetyl-N-[3-(2,4-dichlorophenyl)-6-bromopyrazin-2-yl]acetamide (57 mg, 0.14 mmol) in DMF (2 ml) were added (2-aminoethyl)(6-amino-5-nitro(2-pyridyl))amine (28 mg, 0.141 mmol), sodium tert-butoxide ( 20 mg, 0.21 mmol), BINAP (38 mg, 0.06 mmol) and palladium acetate (10 mg, 0.04 mmol). The reaction mixture was stirred overnight at 80° C. The solution was cooled to room temperature, taken in ethyl acetate and water. The layers were separated and the organic layer was washed with water and brine, dried, concentrated and purified to afford the title product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07384942B2
Source datasetuspto-grants-2008_06
ORD IDord-c53ebf29b34a417180742cc162297b46
Source noteuspto-grants-2008_06