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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1258674Generated: November 2, 2026

Tris(1,1-dimethylethyl)phosphine → N-methyl-2-nitro-4-(4-trifluoromethyl-piperidin-1-yl)-aniline

https://huagongshe.com/reaction/1258674

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTris(1,1-dimethylethyl)phosphineHCID 83681—
Reactant4-(Trifluoromethyl)piperidineHCID 136469—
Reactant4-Bromo-N-methyl-2-nitroanilineHCID 258042—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
ProductN-methyl-2-nitro-4-(4-trifluoromethyl-piperidin-1-yl)-anilineHCID 67958090—

Reaction Conditions

Temperature100 °C

Reaction Steps

Under argon sodium tert-butoxide (366 mg, 3.8 mmol) followed by palladium(II) acetate (22 mg, 0.1 mmol) and tri-tert-butylphosphine 10% in toluene (450 μL, 0.2 mmol) were added to a mixture of 4-bromo-2-nitro-N-methyl-aniline (440 mg, 1.9 mmol) and 4-(trifluoromethyl)piperidine (660 mg, 2.9 mmol) in toluene (7 mL). The reaction mixture was stirred at 100° C. overnight then allowed to cool and was concentrated. The crude was purified by chromatography to give the sub-title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08466186B2
Source datasetuspto-grants-2013_06
ORD IDord-c5577096a9b1464f8cc674db26297e53
Source noteuspto-grants-2013_06