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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1351933Generated: October 31, 2026

Diethylamine → 1H-indole-7-carboxylic acid diethylamide

https://huagongshe.com/reaction/1351933

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethylamineHCID 8021—
ReactantTriethylamineHCID 8471—
Reactant1H-Indole-7-carboxylic acidHCID 74281—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product1H-indole-7-carboxylic acid diethylamideHCID 5454681099%

Reaction Steps

A solution of 1H-indole-7-carboxylic acid (0.48 g, 3 mmol), diethylamine (0.93 mL, 9 mmol), 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride (1.74 g, 9 mmol), 1-hydroxybenzotriazole (1.23 g, 9 mmol), triethylamine (1.26 mL, 12 mmol) in dimethylformamide (30 mL) is stirred at room temperature for 4 hours. The mixture is diluted with ethyl acetate, washed with 1N HCl, water, a saturated aqueous sodium hydrogen carbonate solution, water, and a saturated brine, dried over magnesium sulfate, and concentrated to give the desired 1H-indole-7-carboxylic acid diethylamide (0.64 g, yield: 99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07217724B2
Source datasetuspto-grants-2007_05
ORD IDord-45744f468f2a4f2bbf4c7bb73810f3c7
Source noteuspto-grants-2007_05