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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 446244Generated: October 29, 2026

1-Methylpiperazine → 2-(4-Methylpiperazin-1-yl)-5-(trifluoromethyl)aniline

https://huagongshe.com/reaction/446244

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-MethylpiperazineHCID 53167—
Reactant4-Fluoro-3-nitrobenzotrifluorideHCID 67778—
ReactantSodium BicarbonateHCID 516892—
SolventTetrahydrofuranHCID 8028—
Product2-(4-Methylpiperazin-1-yl)-5-(trifluoromethyl)anilineHCID 693288—

Reaction Steps

Example 18 was prepared in accordance to a procedure described in Collins, et. al., Tetrahedron, 48, No. 37, pp 7887-7898, 1992. To a solution of 1-Fluoro-2-nitro-4-trifluoromethyl-benzene (1.0 g, 4.78 mmol) in dry THF (24 mL) was added 1-Methyl-piperazine (0.64 mL, 5.74 mmol). The solution turned bright yellow. NaHCO3 (1.1 g, 13 mmol) was added and the reaction was stirred at room temperature and monitored by LCMS. The reaction was filtered and concentrated before being taken up in CH2Cl2 and H2O. The organic layer was separated, dried with MgSO4, filtered, and concentrated to afford the title compound as an orange-brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08476434B2
Source datasetuspto-grants-2013_07
ORD IDord-52b87f445c3b4af18f080abb742c95e7
Source noteuspto-grants-2013_07