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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2223877Generated: November 2, 2026

Diisopropylamine → 2-[1-(Cyclohexylmethyl)piperidin-4-ylamino]-5-methylpyridine

https://huagongshe.com/reaction/2223877

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylamineHCID 7912—
ReactantEthyl AcetateHCID 8857—
ReactantCyclohexane, (bromomethyl)-HCID 137636—
Reactant5-Methyl-N-(piperidin-4-YL)pyridin-2-amineHCID 23021048—
SolventEthanolHCID 702—
Product2-[1-(Cyclohexylmethyl)piperidin-4-ylamino]-5-methylpyridineHCID 2302100075.3%

Reaction Steps

A solution of 2-(piperidin-4-ylamino)-5-methylpyridine (191 mg), diisopropylamine (202 mg) and cyclohexylmethyl bromide (212 mg) in ethanol (2 mL) was refluxed for 16 hours. To the reaction solution was added ethyl acetate, and insolubles were filtered off, and then, concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography (NH silica gel, hexane:ethyl acetate=4:1) to give the title compound (216 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07375115B2
Source datasetuspto-grants-2008_05
ORD IDord-92a28647c07c4764a24557189ce4a028
Source noteuspto-grants-2008_05