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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 420171Generated: October 29, 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 57930951, compound

https://huagongshe.com/reaction/420171

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantGlycinamide hydrochlorideHCID 2723639—
Reactant1'-(tert-Butoxycarbonyl)-4-oxo-3,4-dihydrospiro[1-benzopyran-2,4'-piperidine]-6-carboxylic acidHCID 50999192—
SolventDimethylformamideHCID 6228—
ProductHCID 57930951HCID 57930951—

Reaction Steps

tert-butyl 6-carboxy-4-oxospiro[chroman-2,4′-piperidine]-1′-carboxylate (7.50 g, 20.8 mmol), glycinamide hydrochloride (2.76 g, 24.9 mmol), EDCI (4.78 g, 24.9 mmol), HOBT (3.78 g, 24.9 mmol), and TEA (5.80 ml, 41.6 mmol) were suspended in DMF (75 ml) and stirred at room temperature for 23 h. After removal of the solvent, the residue was diluted with EtOAc and H2O. The aqueous layer was extracted with EtOAc and the combined organic layer was washed with saturated NaHCO3 aq. and brine, dried over MgSO4. The desiccant was removed through filtration and the filtrate was concentrated under reduced pressure. The residue was triturated with MeOH-Et2O and the insoluble solid was collected through filtration to obtain the intended compound as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093389B2
Source datasetuspto-grants-2012_01
ORD IDord-8c48fd5b9bbb42c2b80b44be47734134
Source noteuspto-grants-2012_01