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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1526233Generated: November 3, 2026

Potassium Carbonate → 5-(3-Bromo-5-nitrophenoxy)-6-ethyl-3-{[4-(4-methylpiperazin-1-yl)phenyl]amino}pyrazine-2-carboxamide

https://huagongshe.com/reaction/1526233

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantN-methyl-2-pyrrolidoneHCID 13387—
Reactant3-Bromo-5-nitrophenolHCID 10488984—
Reactant5-Chloro-6-ethyl-3-{[4-(4-methylpiperazin-1-yl)phenyl]amino}pyrazine-2-carboxamideHCID 88569704—
SolventWaterHCID 962—
Product5-(3-Bromo-5-nitrophenoxy)-6-ethyl-3-{[4-(4-methylpiperazin-1-yl)phenyl]amino}pyrazine-2-carboxamideHCID 11766706290.5%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 5-chloro-6-ethyl-3-{[4-(4-methylpiperazin-1-yl)phenyl]amino}pyrazine-2-carboxamide (250 mg), 3-bromo-5-nitrophenol (170 mg), potassium carbonate (138 mg), and N-methylpyrrolidone (5 mL) was stirred at 100° C. for 4 hours. To the reactant was added water, followed by extraction with ethyl acetate. The organic phase was washed with water and saturated brine, and dried over anhydrous magnesium sulfate, and then the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (eluent; chloroform:methanol=1:0-9:1) to obtain 5-(3-bromo-5-nitrophenoxy)-6-ethyl-3-{[4-(4-methylpiperazin-1-yl)phenyl]amino}pyrazine-2-carboxamide (336 mg) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09085540B2
Source datasetuspto-grants-2015_07
ORD IDord-7825572cad8548bca0e5efb087d0906a
Source noteuspto-grants-2015_07