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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2197660Generated: November 1, 2026

Potassium Carbonate → methyl-(R)-4-(1-carbamoylpropylamino)butyrate

https://huagongshe.com/reaction/2197660

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-Aminobutyric acid methyl ester hydrochlorideHCID 2756383—
Reactant(S)-2-bromobutyramideHCID 51414846—
SolventAcetonitrileHCID 6342—
Productmethyl-(R)-4-(1-carbamoylpropylamino)butyrateHCID 59650081—

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of (S)-2-bromobutyramide (IIh) (optical purity>98.4%; 0.25 g, 1.5 mmol), potassium carbonate (1.1 g, 8.0 mmol, 5 equiv.) and methyl-4-aminobutyrate hydrochloride (0.46 g, 3.0 mmol, 2 equiv.) is diluted in 5 ml (15 vol.) of acetonitrile and heated at 60° C. for until complete conversion. After 43 hours (GC: >90% conversion), the mixture is cooled to room temperature and filtered. The cake is rinsed with acetonitrile (20 ml) and the combined filtrates are concentrated to dryness under reduce pressure. The crude product is used directly in the subsequent step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338621B2
Source datasetuspto-grants-2012_12
ORD IDord-b518c0eaa8d34c00a317dac27ef069c7
Source noteuspto-grants-2012_12