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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 332729Generated: October 30, 2026

6-Aminoquinoline → 2-(5-Cyano-6-(quinolin-6-ylamino)pyrazin-2-ylamino)-4,4,4-trifluorobutanamide

https://huagongshe.com/reaction/332729

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-AminoquinolineHCID 11373—
ReactantPotassium CarbonateHCID 11430—
ReactantBinap, (A+-)-HCID 634876—
Reactant2-(6-Chloro-5-cyanopyrazin-2-ylamino)-4,4,4-trifluorobutanamideHCID 86685537—
Catalystpalladium(II) acetateHCID 167845—
Solvent1,4-DioxaneHCID 31275—
Product2-(5-Cyano-6-(quinolin-6-ylamino)pyrazin-2-ylamino)-4,4,4-trifluorobutanamideHCID 866855385.5%

Reaction Steps

A mixture of 2-(6-chloro-5-cyanopyrazin-2-ylamino)-4,4,4-trifluorobutanamide (67 mg, 0.228 mmol), 6-aminoquinoline (48 mg, 0.333 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 20 h. The mixture was concentrated in vacuo. The residue was purified by HPLC to give 2-(5-cyano-6-(quinolin-6-ylamino)pyrazin-2-ylamino)-4,4,4-trifluorobutanamide (5 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08877760B2
Source datasetuspto-grants-2014_11
ORD IDord-d157cd24946a45f99c551c11a9275dd7
Source noteuspto-grants-2014_11