Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2403993Generated: November 1, 2026

Diisopropylethylamine → HCID 58480331, compound

https://huagongshe.com/reaction/2403993

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantBenzyl 2,5-dioxopyrrolidine-1-carboxylateHCID 3826287—
ReactantHCID 13429029HCID 13429029—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58480331HCID 5848033195.8%

Reaction Steps

A solution of compound M (24.6 g, 82.4 mmol) and DIEA (14.3 ml, 82.4 mmol) in THF (100 ml) was cooled to ˜5° C., followed by the addition of a solution of N-(benzyloxycarbonyl)succinimide (20.3 g, 81.6 mmol) in THF (75 ml) dropwise over 20 min The temperature of the reaction mixture was raised to room temperature and stirring was continued for an additional 30 min. Solvents were evaporated and the residue was dissolved in EtOAc (500 ml). The organic layer was extracted with 5% aqueous NaHCO3 (2×100 ml) and brine (100 ml). The organic layer was evaporated to provide compound N (24.9 g, 78.2 mmol) as yellowish oil. LC-MS [M+H] 319.0 (C14H17F3N2O3+H, calc: 319.2). Compound N was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08802681B2
Source datasetuspto-grants-2014_08
ORD IDord-7dfaab7c029749fba5503ca93635926d
Source noteuspto-grants-2014_08