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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2199308Generated: October 29, 2026

Potassium Carbonate → N-(3-((5-aminopyrazin-2-yl)methylamino)-4-methylphenyl)-4-((4-ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)benzamide

https://huagongshe.com/reaction/2199308

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactanttert-Butyl (5-(bromomethyl)pyrazin-2-yl)carbamateHCID 45073740—
ReactantN-(3-amino-4-methylphenyl)-4-((4-ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)benzamideHCID 67324831—
SolventDimethylformamideHCID 6228—
ProductN-(3-((5-aminopyrazin-2-yl)methylamino)-4-methylphenyl)-4-((4-ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)benzamideHCID 6734623955.7%

Reaction Steps

To a solution N-(3-amino-4-methylphenyl)-4-((4-ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)benzamide (70 mg, 0.17 mmol) in DMF (0.5 mL) were added K2CO3 (69 mg,0.50 mmol) and tert-butyl 5-(bromomethyl)pyrazin-2-ylcarbamate (48 mg,0.17 mmol). The reaction mixture was stirred for 8 hours at room temperature after which, it was partitioned between ethyl acetate and water. The organic layer was separated and the aqueous layer was extracted with ethyl acetate. The combined organic extracts were washed with brine, dried over MgSO4, filtered and concentrated. The crude product was purified by flash chromatography using (5% MeOH/CH2Cl2) as a solvent to afford title compound (50 mg, 47% yield). MS m/z: 628 [M+1].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09358231B2
Source datasetuspto-grants-2016_06
ORD IDord-e0253f9c191b42bc9b87b95243b85584
Source noteuspto-grants-2016_06