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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 983534Generated: October 30, 2026

Dimethylamine → HCID 69105637, compound

https://huagongshe.com/reaction/983534

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamineHCID 674—
ReactantDiethyl EtherHCID 3283—
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant(2S)-1-((tert-butoxy)carbonyl)piperidine-2-carboxylic acidHCID 688617—
SolventDichloromethaneHCID 6344—
ProductHCID 69105637HCID 69105637—

Reaction Steps

6.2 g of HOBT and then 9.45 g of DCC are added at RT to a solution of 10 g of (2S)-1-(tert-butoxycarbonyl)piperidine-2-carboxylic acid (commercial) in 130 ml of DCM, and the mixture is left stirring for 1 hour. The reaction mixture is cooled on an ice bath, dimethylamine gas is added by bubbling for two times 10 minutes and the mixture is then left stirring overnight at RT. An insoluble material is filtered off and the filtrate is concentrated under vacuum. The residue is chromatographed on silica gel, eluting with a gradient of a DCM/MeOH mixture of from (98/2; v/v) to (96/4; v/v). The product obtained is taken up in ether and the precipitate is spin-filtered off. 8.5 g of the expected product are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06864277B2
Source datasetuspto-grants-2005_03
ORD IDord-1dd0df4ce4554e098053e980cc91d84f
Source noteuspto-grants-2005_03