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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1712636Generated: November 2, 2026

N,N-Dimethylglycine → HCID 57470854, compound

https://huagongshe.com/reaction/1712636

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

N,N-Dimethylglycine (2.97 g), 1-hydroxybenzotriazole (3.89 g) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (5.27 g) were added to a solution of 4-(tert-butoxycarbonylamino)piperidine (5.0 g) in N,N-dimethylformamide (70 ml), followed by stirring at room temperature under a nitrogen atmosphere for 46 hours. Ethyl acetate (400 ml), brine (200 ml) and a 1N aqueous solution of sodium hydroxide (50 ml) were added to the reaction mixture, followed by stirring at room temperature for 30 minutes, and the mixture was partitioned. 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 dried organic layer was concentrated under reduced pressure to give the title compound (8.03 g, quant.) as white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07790885B2
Source datasetuspto-grants-2010_09
ORD IDord-877d869909ac4610993447674a780fc9
Source noteuspto-grants-2010_09