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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2354054Generated: November 3, 2026

Diethyl Ether → (2-{4-[Ethyl-(4-methoxy-benzenesulfonyl)-amino]-piperidin-1-yl}-ethyl)-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/2354054

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantDiisopropylethylamineHCID 81531—
Reactanttert-Butyl N-(2-bromoethyl)carbamateHCID 4103526—
ReactantN-Ethyl-4-methoxy-N-piperidin-4-yl-benzenesulfonamideHCID 58816568—
SolventTetrahydrofuranHCID 8028—
Product(2-{4-[Ethyl-(4-methoxy-benzenesulfonyl)-amino]-piperidin-1-yl}-ethyl)-carbamic acid tert-butyl esterHCID 68690736—

Reaction Steps

A mixture of N-ethyl-4-methoxy-N-piperidin-4-yl-benzenesulfonamide (Example A4., 1.19 g, 4 mmol), (2-bromo-ethyl)-carbamic acid tert-butyl ester (1.12 g, 5.0 mmol) and DIPEA (650 mg, 5 mmol) in THF (30 mL) is heated at reflux for 15 h. The solution is poured into Et2O (150 mL) and extracted with sat. aq. Na2CO3 (2×50 mL) and sat. aq. NaCl (30 mL), dried (Na2SO4), filtered and evaporated. The residue is purified by reversed phase MPLC to provide the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07750161B2
Source datasetuspto-grants-2010_07
ORD IDord-7f11d70d9f3e46dba480a092bafe6930
Source noteuspto-grants-2010_07