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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 419770Generated: October 31, 2026

Pyridine → (S)-benzyl 2-(2-bromophenylcarbamoyl)-2-methylpyrrolidine-1-carboxylate

https://huagongshe.com/reaction/419770

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantEthyl AcetateHCID 8857—
Reactant2-BromoanilineHCID 11992—
Reactant(S)-benzyl 2-(chlorocarbonyl)-2-methylpyrrolidine-1-carboxylateHCID 86643491—
SolventTolueneHCID 1140—
SolventDimethylformamideHCID 6228—
SolventSodium chloride; waterHCID 57417360—
Product(S)-benzyl 2-(2-bromophenylcarbamoyl)-2-methylpyrrolidine-1-carboxylateHCID 86643492—

Reaction Conditions

Temperature40 °C

Reaction Steps

To a solution of EXAMPLE 5A in toluene (20 mL) and N,N-dimethylformamide (10 mL) was added 2-bromoaniline (0.891 g) and pyridine (1.38 mL) and the mixture heated at 40° C. for 4 hours. The mixture was treated with ethyl acetate and brine and the organic layer was washed with 5% aqueous citric acid and aqueous sodium bicarbonate, dried over magnesium sulfate, and concentrated to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093396B2
Source datasetuspto-grants-2012_01
ORD IDord-4eaec1b767ef4e608c986dd8e82c3314
Source noteuspto-grants-2012_01