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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 395430Generated: October 29, 2026

Water → 4-(Methylamino)-1-[[2-(3,4,5-trimethoxyphenyl)pyridin-4-yl]methyl]piperidine

https://huagongshe.com/reaction/395430

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethylamineHCID 6329—
Reactant[2-(3,4,5-Trimethoxyphenyl)pyridin-4-yl]methyl-4-piperidoneHCID 22557811—
Solvent1,2-DichloroethaneHCID 11—
SolventEthanolHCID 702—
SolventSodium triacetoxyborohydrideHCID 5049666—
Product4-(Methylamino)-1-[[2-(3,4,5-trimethoxyphenyl)pyridin-4-yl]methyl]piperidineHCID 22557850—

Reaction Steps

To a solution of 1-[[2-(3,4,5-trimethoxyphenyl)pyridin-4-yl]methyl]-4-piperidone (1.00 g) in 1,2-dichloroethane (60 mL) was added 30% solution of methylamine in ethanol (750 mg) and sodium triacetoxyborohydride (1.66 g). The mixture was stirred at room temperature for 3 hours, then small amount of water was added and evaporated. Water was added to the residue and extracted with chloroform. The organic layer was washed with brine, dried over anhydrous sodium sulfate and evaporated. The residue was subjected to silica gel column chromatography using chloroform-methanol (40:1) to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06605620B1
Source datasetuspto-grants-2003_08
ORD IDord-0b3f9abaa8d746cda03e6140fd5d7706
Source noteuspto-grants-2003_08