Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 20245Generated: October 30, 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 59347385, compound

https://huagongshe.com/reaction/20245

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1-Piperidin-4-yl-dihydropyrimidin-2,4(1H,3H)-dioneHCID 13424141—
Reactant(2S)-3-[(6-chloro-2-naphthyl)sulfonyl]-2-hydroxypropionic acidHCID 66854329—
SolventDimethylformamideHCID 6228—
ProductHCID 59347385HCID 593473859.1%

Reaction Steps

To a solution of 1-piperidin-4-yl-dihydropyrimidin-2,4(1H,3H)-dione (105 mg) obtained in Example 4 5e), HOBt (83 mg) and (2S)-3-[(6-chloro-2-naphthyl)sulfonyl]-2-hydroxypropionic acid (170 mg) in DMF (10 mL) was added WSC (105 mg) at room temperature. The mixture was stirred at room temperature for 3 days, and DMF was distilled off under reduced pressure. The residue was diluted with chloroform, washed with an aqueous saturated sodium bicarbonate solution and saturated saline solution, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by basic silica gel column chromatography (ethyl acetate to ethyl acetate/methanol=10/1), and recrystallized from ethanol to obtain the title compound (24 mg, 9%) as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07745623B2
Source datasetuspto-grants-2010_06
ORD IDord-316c0fc531f442d18355a8b989d9b6e6
Source noteuspto-grants-2010_06