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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1526164Generated: October 31, 2026

Trifluoroacetic acid → 6-Ethyl-3-({4-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]phenyl}amino)-5-(3-nitrophenoxy)pyrazine-2-carboxamide

https://huagongshe.com/reaction/1526164

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantSodium BicarbonateHCID 516892—
Reactant4-(4-(4-Methyl-1-piperazinyl)-1-piperidinyl)benzenamineHCID 58015748—
Reactant3-Chloro-6-ethyl-5-(3-nitrophenoxy)pyrazine-2-carboxamideHCID 89709111—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product6-Ethyl-3-({4-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]phenyl}amino)-5-(3-nitrophenoxy)pyrazine-2-carboxamideHCID 11766773355.1%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 3-chloro-6-ethyl-5-(3-nitrophenoxy)pyrazine-2-carboxamide (400 mg), 4-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]aniline (374 mg), trifluoroacetic acid (209 μL), and N-methylpyrrolidone (2.8 mL) was heated at 150° C. for 16 hours. To the reaction mixture was added a saturated aqueous sodium hydrogen carbonate solution, and the precipitated solid was collected by filtration, and then dried. The obtained solid was purified by silica gel column chromatography (eluent; chloroform:methanol:28% aqueous ammonia=1:0:0-200:10:1) to obtain 6-ethyl-3-({4-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]phenyl}amino)-5-(3-nitrophenoxy)pyrazine-2-carboxamide (383 mg) as a brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09085540B2
Source datasetuspto-grants-2015_07
ORD IDord-6cf4dc9aa9c141d181838dfb98bf076c
Source noteuspto-grants-2015_07