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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 521431Generated: November 1, 2026

1,2-Dichloroethane → 2-[4-Bromo-3-(2-m-tolyl-ethoxy)-benzoylamino]-indane-2-carboxylic acid methyl ester

https://huagongshe.com/reaction/521431

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactantmethyl 2-amino-2,3-dihydro-1H-indene-2-carboxylate hydrochlorideHCID 45074056—
Reactant4-Bromo-3-(2-m-tolyl-ethoxy)-benzoic acidHCID 67076639—
SolventDimethylformamideHCID 6228—
Product2-[4-Bromo-3-(2-m-tolyl-ethoxy)-benzoylamino]-indane-2-carboxylic acid methyl esterHCID 6707643590.3%

Reaction Steps

The compound of step 2 (0.410 g, 1.22 mmol) was dissolved in DMF (5 ml), EDIA (0.790 g, 6.12 mmol), HOBT (33 mg, 0.244 mmol), and 2-amino-indane-2-carboxylic acid methyl ester hydrochloride (0.246 g, 1.47 mmol) were added, the mixture was cooled in an ice bath and EDC (352 mg, 1.84 mmol) was added. The mixture was stirred overnight. The volatiles were evaporated in vacuo, the mixture was partitioned between 2 N hydrochloric acid and EA, the organic phase was dried over magnesium sulfate and evaporated to dryness. The residue was purified by silica gel chromatography (HEP/EA gradient) to give 0.56 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09328071B2
Source datasetuspto-grants-2016_05
ORD IDord-8e687f83a5664f84b48a8a3281d8a2e8
Source noteuspto-grants-2016_05