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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1513285Generated: November 3, 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → Methyl 3-(4-{6-[N'-(4-methoxybenzoyl)-hydrazinocarbonyl]-1H-indol-2-yl}-3,5-dimethyl-phenyl)-propionate

https://huagongshe.com/reaction/1513285

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant4-MethoxybenzohydrazideHCID 76792—
Reactant2-[4-(2-Methoxycarbonylethyl)-2,6-dimethylphenyl]-1H-indole-6-carboxylic acidHCID 66966205—
SolventTetrahydrofuranHCID 8028—
ProductMethyl 3-(4-{6-[N'-(4-methoxybenzoyl)-hydrazinocarbonyl]-1H-indol-2-yl}-3,5-dimethyl-phenyl)-propionateHCID 66966407—

Reaction Steps

To a mixture of 2-[4-(2-methoxycarbonylethyl)-2,6-dimethylphenyl]-1H-indole-6-carboxylic acid (200 mg, 570 μmol) and HOBT (85 mg, 630 μmol) in THF (10 mL) was added EDCI (164 mg, 860 μmol) and the solution was stirred at RT for 10 min. Then a solution of 4-methoxybenzoic acid hydrazide (104 mg, 630 μmols) in THF (5 mL) was added and the mixture was stirred at RT for 18 h. The solvent was removed under reduced pressure and the residual material was chromatographed using a 50-90% gradient of heptane/ethyl acetate to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08217065B2
Source datasetuspto-grants-2012_07
ORD IDord-72d2f6701efc4ffd9cdcdc110f3b8d3f
Source noteuspto-grants-2012_07