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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 407931Generated: October 30, 2026

Diisopropylethylamine → (S)-benzyl 1'-(5-ethylpyrimidin-2-yl)-2-oxo-1,4'-bipiperidin-3-ylcarbamate

https://huagongshe.com/reaction/407931

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Chloro-5-ethylpyrimidineHCID 3572763—
Reactant(S)-benzyl 2-oxo-1,4'-bipiperidin-3-ylcarbamate hydrochlorideHCID 86688092—
SolventDimethylformamideHCID 6228—
Product(S)-benzyl 1'-(5-ethylpyrimidin-2-yl)-2-oxo-1,4'-bipiperidin-3-ylcarbamateHCID 8668809458.2%

Reaction Conditions

Temperature100 °C

Reaction Steps

A flask was charged with (S)-benzyl 2-oxo-1,4′-bipiperidin-3-ylcarbamate hydrochloride (4.1 g, 11 mmol), 2-chloro-5-ethylpyrimidine (1.7 g, 12 mmol), DIEA (3.9 mL, 22 mmol), and DMF (30 mL). The reaction was heated to 100° C. overnight. The reaction was cooled to ambient temperature, concentrated and purified over silica gel (25-75% EtOAc in hexanes) to afford (S)-benzyl 1′-(5-ethylpyrimidin-2-yl)-2-oxo-1,4′-bipiperidin-3-ylcarbamate (2.8 g, 57% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08754226B2
Source datasetuspto-grants-2014_06
ORD IDord-f27e27d72cbd461e8a1f28d3c9211e0f
Source noteuspto-grants-2014_06