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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2366556Generated: November 1, 2026

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

https://huagongshe.com/reaction/2366556

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 45e), 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 numberUS08697865B2
Source datasetuspto-grants-2014_04
ORD IDord-d3aa4f667075491682963f38fd2fb92b
Source noteuspto-grants-2014_04