Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1837899Generated: October 31, 2026

1,2-Dichloroethane → 3-(5-5,6,7,8-Tetrahydro-[1,8]naphthyridin-2-yl-pentanoylamino)-propionic acid

https://huagongshe.com/reaction/1837899

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantDimethylformamideHCID 6228—
Reactant4-MethylmorpholineHCID 7972—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant5-(5,6,7,8-Tetrahydro-1,8-naphthyridin-2-yl)pentanoic acid hydrochlorideHCID 69775059—
SolventEthyl AcetateHCID 8857—
Product3-(5-5,6,7,8-Tetrahydro-[1,8]naphthyridin-2-yl-pentanoylamino)-propionic acidHCID 9901104—

Reaction Steps

A mixture of acid 1-6 (10.8 mg, 0.04 mmol), EDC (7.7 mg, 0.04 mmol), HOBT (5.4 mg, 0.04 mmol) and NMM (0.026 mL, 0.24 mmol) in DMF (1 mL) was agitated until clear solution. After 30 minutes, amine 12-1 was added. The solution was agitated for one minute and then let stand for 18 h. The solution was diluted with ethyl acetate, washed with sat. NaHCO3 and H2O. Following evaporative removal of the solvent, the residue was dissolved in 90:10 TFA/H2O (1 ml). After 2 h, the solvents were evaporated to give acid 12-2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06784190B2
Source datasetuspto-grants-2004_08
ORD IDord-4abd890d8ead460dae98a8df4c6230a2
Source noteuspto-grants-2004_08