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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1526209Generated: November 5, 2026

Sodium Carbonate → HCID 117667470, compound

https://huagongshe.com/reaction/1526209

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantN-methyl-2-pyrrolidoneHCID 13387—
Reactant3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)anilineHCID 2734655—
ReactantHCID 88569548HCID 88569548—
SolventWaterHCID 962—
ProductHCID 117667470HCID 11766747055.8%

Reaction Conditions

Temperature100 °C

Reaction Steps

Under an argon atmosphere, to a mixture of 5-chloro-6-ethyl-3-({3-methyl-4-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]phenyl}amino)pyrazine-2-carboxamide (200 mg), 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (93 mg), and N-methylpyrrolidone (2 mL) were added tetrakistriphenylphosphine palladium (0) (25 mg) and a 2 M aqueous sodium carbonate solution (424 μL), followed by stirring in a microwave reaction device at 100° C. for 1 hour. Water was added thereto, and the solid was collected by filtration. The obtained solid was purified by silica gel column chromatography (eluent: chloroform:methanol:28% aqueous ammonia=1:0:0-100:10:1) to obtain 5-(3-aminophenyl)-6-ethyl-3-({3-methyl-4-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]phenyl}amino)pyrazine-2-carboxamide (125 mg) as an orange solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09085540B2
Source datasetuspto-grants-2015_07
ORD IDord-5ac53f5e087145888ef513500492720d
Source noteuspto-grants-2015_07