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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2066162Generated: November 1, 2026

N,N-Dimethylglycine → HCID 57470854, compound

https://huagongshe.com/reaction/2066162

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N-DimethylglycineHCID 673—
ReactantSodium HydroxideHCID 14798—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant4-(N-Boc-amino)piperidineHCID 723833—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 57470854HCID 57470854112.7%

Reaction Steps

To a solution of 4-(tert-butoxycarbonylamino)piperidine (5.0 g) in N,N-dimethylformamide (70 ml) were added N,N-dimethylglycine (2.97 g), 1-hydroxybenzotriazole (3.89 g) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (5.27 g), followed by stirring under a nitrogen atmosphere at room temperature for 46 hr. To the reaction mixture were added ethyl acetate (400 ml), brine (200 ml) and a 1N aqueous solution of sodium hydroxide (50 ml), followed by stirring at room temperature for 30 min and liquid-liquid separation was carried out. The aqueous layer was extracted with ethyl acetate. The organic layer was collected, washed with a 1N aqueous solution of sodium hydroxide and brine in this order, and dried over anhydrous sodium sulfate. The organic layer was concentrated under reduced pressure to provide the titled compound as colorless crystals (8.03 g, quantitative).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08288538B2
Source datasetuspto-grants-2012_10
ORD IDord-250113d4e15b4edba95ce075c3ec870e
Source noteuspto-grants-2012_10