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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 31359Generated: October 28, 2026

Dimethylamine → HCID 69105637, compound

https://huagongshe.com/reaction/31359

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 numberUS07425566B2
Source datasetuspto-grants-2008_09
ORD IDord-e5bd49c7e1eb45de8aeb3a94bba23039
Source noteuspto-grants-2008_09