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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1835457Generated: October 27, 2026

1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → N-[3-(1,2-dimethyl-1H-imidazol-5-yl)-phenyl]-2,3-dimethyl-1H-indole-7-carboxamide

https://huagongshe.com/reaction/1835457

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant2,3-Dimethyl-7-indolecarboxylic acidHCID 3702610—
Reactant3-(1,2-dimethyl-1H-imidazol-5-yl)anilineHCID 23503662—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductN-[3-(1,2-dimethyl-1H-imidazol-5-yl)-phenyl]-2,3-dimethyl-1H-indole-7-carboxamideHCID 2350367440.8%

Reaction Steps

To a suspension of 2,3-dimethylindole-7-carboxylic acid (95 mg) and 3-(1,2-dimethylimidazol-5-yl)aniline (94 mg) in dichloromethane (3 ml) were added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (144 mg) and 4-dimethylaminopyridine (30 mg). The mixture was stirred at ambient temperature for 18 hours and diluted with dichloromethane. The solution was washed with water and brine, dried over magnesium sulfate and evaporated under reduced pressure. The residue was purified by a silica gel column chromatography eluting with 3% methanol in dichloromethane to give N-[3-(1,2-dimethyl-1H-imidazol-5-yl)-phenyl]-2,3-dimethyl-lH-indole-7-carboxamide (73 mg, 40.8%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06770667B1
Source datasetuspto-grants-2004_08
ORD IDord-572c2885b4c040b79eb4ced5f06acb88
Source noteuspto-grants-2004_08