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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1928749Generated: October 29, 2026

Triethylamine → Tert-butyl {1-[2-(methylsulfanyl)ethyl]piperidin-4-yl}carbamate

https://huagongshe.com/reaction/1928749

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-Chloroethyl methyl sulfideHCID 10965—
Reactant4-(N-Boc-amino)piperidineHCID 723833—
SolventMethanolHCID 887—
ProductTert-butyl {1-[2-(methylsulfanyl)ethyl]piperidin-4-yl}carbamateHCID 49817086—

Reaction Conditions

Temperature50 °C

Reaction Steps

Piperidin-4-yl-carbamic acid tert-butyl ester (0.70 g, 3.0 mmol), triethylamine (1.46 mL, 10 mmol) and 2-chlorethyl-methylsulfide (0.39 g, 3.0 mmol) were dissolved in methanol (10 mL) and stirred for 16 h at 50° C. Then the solvent was removed and the residue subjected to column chromatography (silica gel, heptane:ethyl acetate gradient=1:1→0:1). [1-(2-Methylsulfanyl-ethyl)-piperidin-4-yl]-carbamic acid tert-butyl ester was obtained as a light yellow solid (0.46 g, 48%); MS: m/e=275.5 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08183380B2
Source datasetuspto-grants-2012_05
ORD IDord-98dcaae06bb14708a0c3991db097a8c7
Source noteuspto-grants-2012_05