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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2068298Generated: November 3, 2026

Dimethylformamide → N-cyclohexyl-2-nitro-4-(piperidin-1-ylmethyl)aniline

https://huagongshe.com/reaction/2068298

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantCyclohexylamineHCID 7965—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-(4-Fluoro-3-nitro-benzyl)-piperidine-TFA saltHCID 86654793—
SolventEthyl AcetateHCID 8857—
ProductN-cyclohexyl-2-nitro-4-(piperidin-1-ylmethyl)anilineHCID 46735183140.2%

Reaction Steps

1-(4-Fluoro-3-nitro-benzyl)-piperidine—TFA salt (2.69 g, 0.00764 mol), cyclohexanamine (3.87 mL, 0.0339 mol) and N,N-Diisopropylethylamine (6.00 mL, 0.0344 mol) were dissolved in N,N-dimethylformamide (8.00 mL, 0.103 mol). The mixture was apportioned into four vials and each was microwaved at 300 watts, 130° C. for 7 minutes. The combined reaction mixtures were diluted with ethyl acetate, washed with 5% citric acid, saturated sodium chloride, dried over sodium sulfate and concentrated to give 3.40 g of the title compound as the citrate salt.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08293923B2
Source datasetuspto-grants-2012_10
ORD IDord-7691657e3d9f4c9abf7d20c4bfad29a2
Source noteuspto-grants-2012_10