Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 526055Generated: November 1, 2026

Trifluoroacetic acid → N-(4-(4-methylpiperazin-1-yl)phenyl)-4-(3-nitrophenoxy)thieno[3,2-d]pyrimidin-2-amine

https://huagongshe.com/reaction/526055

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant4-(4-Methylpiperazin-1-yl)anilineHCID 737253—
Reactant2-Chloro-4-(3-nitrophenoxy)thieno[3,2-d]pyrimidineHCID 86682828—
SolventDichloromethaneHCID 6344—
Solvent(+-)-2-ButanolHCID 6568—
ProductN-(4-(4-methylpiperazin-1-yl)phenyl)-4-(3-nitrophenoxy)thieno[3,2-d]pyrimidin-2-amineHCID 6800167942%

Reaction Conditions

Temperature100 °C

Reaction Steps

The compound (12.9 mmol) obtained in Step 3 was dissolved in 2-butanol (70 mL), and 4-(4-methylpiperazin-1-yl)benzeneamine (12.9 mmol) and trifluoroacetic acid (12.9 mmol) were added thereto. The mixture was stirred at 100° C. for 16 hours to complete the reaction, diluted with dichloromethane, and then washed with sat. NaHCO3 aqueous solution. The organic layer was dried with anhydrous sodium sulfate and then filtered and distilled under a reduced pressure. The residue was separated by column chromatography (dichloromethane:methanol=20:1 (volume ratio)) to obtain the title compound (yield: 42%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09345719B2
Source datasetuspto-grants-2016_05
ORD IDord-5fa8f8f4b259488da38bc7a03c34466b
Source noteuspto-grants-2016_05