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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1837905Generated: November 2, 2026

1,2-Dichloroethane → 3(S)-(2,3-Dihydro-benzofuran-6-yl)-3-(3-(1,2,3,4,6,7,8,9-octahydro-benzo[b][1,8]naphthyridin-8-yl)-propionylamino)-propionic acid ethyl ester

https://huagongshe.com/reaction/1837905

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant4-MethylmorpholineHCID 7972—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant3(S)-Amino-3-(2,3-dihydro-benzofuran-6-yl)-propionic acid ethyl esterHCID 10823646—
Reactant3-(1,2,3,4,6,7,8,9-Octahydro-benzo[b][1,8]naphthyridin-8-yl)-propionic acidHCID 22678162—
SolventDimethylformamideHCID 6228—
Product3(S)-(2,3-Dihydro-benzofuran-6-yl)-3-(3-(1,2,3,4,6,7,8,9-octahydro-benzo[b][1,8]naphthyridin-8-yl)-propionylamino)-propionic acid ethyl esterHCID 69894992—

Reaction Steps

A solution of 14-4 (0.110 g, 0.39 mmol), β-aminoester 6—6 (0.106 g 0.39 mmol), EDC (0.075 g, 0.39 mmol), HOBT (0.053 g, 0.39 mmol) and N-methylmorpholine (0.164 mL, 1.17 mmol) in degassed DMF (5 mL) was stirred at room temperature for 12 h. The solution was concentrated. The residue was purified by flash chromatography to give 14-5.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06784190B2
Source datasetuspto-grants-2004_08
ORD IDord-669d2c64999f4c8a9bc391c5bb47cb88
Source noteuspto-grants-2004_08