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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2405236Generated: November 1, 2026

1,2-Dichloroethane → 2-(4-Methoxy-3-nitro-benzoylamino)-indane-2-carboxylic acid methyl ester

https://huagongshe.com/reaction/2405236

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant4-MethylmorpholineHCID 7972—
Reactant4-Methoxy-3-nitrobenzoic acidHCID 66640—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactantmethyl 2-amino-2,3-dihydro-1H-indene-2-carboxylate hydrochlorideHCID 45074056—
SolventDimethylformamideHCID 6228—
Product2-(4-Methoxy-3-nitro-benzoylamino)-indane-2-carboxylic acid methyl esterHCID 6707667165.6%

Reaction Conditions

Temperature60 °C

Reaction Steps

To 2-amino-indane-2-carboxylic acid methyl ester hydrochloride (0.40 g, 1.77 mmol) and 4-methoxy-3-nitrobenzoic acid (0.35 g, 1.77 mmol) in 4 ml of DMF were added NMM (0.59 ml, 5.32 mmol), HOBT (0.31 g, 2.31 mmol) and EDC (0.44 g, 2.31 mmol). The mixture was stirred at 60° C. until LC/MS analysis showed complete conversion. The crude product was purified by silica gel chromatography (HEP/EA gradient) to give 0.43 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08802720B2
Source datasetuspto-grants-2014_08
ORD IDord-30795876e51a4685a3cdfef24a68f9c4
Source noteuspto-grants-2014_08