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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 332789Generated: October 26, 2026

Potassium Carbonate → (R)-2-(5-cyano-6-(2-oxo-1,2,3,4-tetrahydroquinolin-6-ylamino)pyrazin-2-ylamino)butanamide

https://huagongshe.com/reaction/332789

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantBinap, (A+-)-HCID 634876—
Reactant6-amino-3,4-dihydroquinolin-2(1H)-oneHCID 4912759—
Reactant(R)-2-(6-chloro-5-cyanopyrazin-2-ylamino)butanamideHCID 86685581—
Catalystpalladium(II) acetateHCID 167845—
Solvent1,4-DioxaneHCID 31275—
Product(R)-2-(5-cyano-6-(2-oxo-1,2,3,4-tetrahydroquinolin-6-ylamino)pyrazin-2-ylamino)butanamideHCID 8668558659%

Reaction Steps

A mixture of (R)-2-(6-chloro-5-cyanopyrazin-2-ylamino)butanamide (80 mg, 0.334 mmol), 6-amino-3,4-dihydroquinolin-2(1H)-one (60 mg, 0.370 mmol), K2CO3 (100 mg, 0.724 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 4 h. The mixture was concentrated in vacuo. The residue was purified by HPLC to give (R)-2-(5-cyano-6-(2-oxo-1,2,3,4-tetrahydroquinolin-6-ylamino)pyrazin-2-ylamino)butanamide (72 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08877760B2
Source datasetuspto-grants-2014_11
ORD IDord-77271ab94614443fb5becbfe526e2306
Source noteuspto-grants-2014_11