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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 714808Generated: October 29, 2026

Ethyl Acetate → 1-(2-((4-Cyanobenzyl)amino)pyrimidin-4-yl)-3-ethyl-2-oxopyrrolidine-3-carbonitrile

https://huagongshe.com/reaction/714808

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantDiisopropylethylamineHCID 81531—
Reactant4-(Aminomethyl)benzonitrile hydrochlorideHCID 9942250—
Reactant1-(2-Chloro-4-pyrimidinyl)-3-ethyl-2-oxo-3-pyrrolidinecarbonitrileHCID 117840738—
SolventWaterHCID 962—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product1-(2-((4-Cyanobenzyl)amino)pyrimidin-4-yl)-3-ethyl-2-oxopyrrolidine-3-carbonitrileHCID 117840748—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 1-(2-chloropyrimidin-4-yl)-3-ethyl-2-oxopyrrolidine-3-carbonitrile (20 mg) obtained in Step A of Example 2 and 4-(aminomethyl)benzonitrile hydrochloride (27 mg) in N-methylpyrrolidone (2 mL) was added diisopropylethylamine (0.028 mL), and the mixture was stirred at 60° C. for 3 hr. To the reaction mixture were added ethyl acetate (3 mL) and water (1 mL), and the mixture was stirred for 5 min. The organic layer was filtered through Top-Phase Separation Filter Tube, and the solvent was evaporated at 60° C. The residue was purified by HPLC (C18, mobile phase: acetonitrile/10 mM aqueous ammonium hydrogen carbonate solution), and dried at 60° C. to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09187453B2
Source datasetuspto-grants-2015_11
ORD IDord-e6112ecfbebd40688594df77fb7b7534
Source noteuspto-grants-2015_11