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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 583660Generated: October 27, 2026

1,2-Dichloroethane → 4-[2-(Indol-2-yl)ethyloxy]benzoyl-2(S)-phenylsulfonylamino-beta-alanine methyl ester

https://huagongshe.com/reaction/583660

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant4-MethylmorpholineHCID 7972—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant4-[2-(Indol-2-yl)ethyloxy]benzoic acidHCID 15850758—
ReactantMethyl 3-Amino-2(S)-phenylsulfonylaminopropionate hydrochlorideHCID 22865877—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product4-[2-(Indol-2-yl)ethyloxy]benzoyl-2(S)-phenylsulfonylamino-beta-alanine methyl esterHCID 15850724—

Reaction Steps

Acid 4-4 (100 mg, 0.36 mmol), amine 2-2 (105 mg, 0.36 mmol), EDC (88 mg., 0.46 mmol), HOBT (62 mg, 0.46 mmol) and NMM (137 μL, 1.2 mmol) were combined in 2 mL DMF. After 16 h the mixture was diluted with EtOAc, washed with water, sat. NaHCO3, 5% KHSO4, and brine, dried (MgSO4) and concentrated. Flash chromatography (silica, 65% EtOAc/hexane) provided 4-5 as an oil. Rf 0.32 (silica, 65% EtOAc/hexane).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05929120
Source datasetuspto-grants-1999_07
ORD IDord-a9bc8cef434d4329a77a592a6471d847
Source noteuspto-grants-1999_07