Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 332764Generated: October 26, 2026

Potassium Carbonate → (R)-2-(5-cyano-6-(4-cyanophenylamino)pyrazin-2-ylamino)-4-methylpentanamide

https://huagongshe.com/reaction/332764

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-AminobenzonitrileHCID 13396—
ReactantBinap, (A+-)-HCID 634876—
Reactant(R)-2-(6-chloro-5-cyanopyrazin-2-ylamino)-4-methylpentanamideHCID 86685528—
Catalystpalladium(II) acetateHCID 167845—
Solvent1,4-DioxaneHCID 31275—
Product(R)-2-(5-cyano-6-(4-cyanophenylamino)pyrazin-2-ylamino)-4-methylpentanamideHCID 8668556858.3%

Reaction Steps

A mixture of (R)-2-(6-chloro-5-cyanopyrazin-2-ylamino)-4-methylpentanamide (75 mg, 0.280 mmol), 4-cyanoaniline (40 mg, 0.339 mmol), K2CO3 (80 mg, 0.579 mmol), BINAP (25 mg, 0.040 mmol) and Pd(OAc)2 (10 mg, 0.044 mmol) in dioxane (2 mL) was degassed with Ar, then was stirred at 110 C for 2 h. The mixture was concentrated in vacuo. The residue was purified by HPLC to give (R)-2-(5-cyano-6-(4-cyanophenylamino)pyrazin-2-ylamino)-4-methylpentanamide (57 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08877760B2
Source datasetuspto-grants-2014_11
ORD IDord-0034f8a33ae5498cbd258f68f40c1668
Source noteuspto-grants-2014_11