Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 445137Generated: October 29, 2026

3-Methoxybenzoic Acid → HCID 67256308, compound

https://huagongshe.com/reaction/445137

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Methoxybenzoic AcidHCID 11461—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
ReactantHOAtHCID 181649—
ReactantSodium BicarbonateHCID 516892—
Reactant7-AzatryptamineHCID 5488197—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67256308HCID 67256308—

Reaction Steps

To a mixed solution of [2-(1H-pyrrolo[2,3-b]pyridin-3-yl)ethyl]amine (580 mg) and 3-methoxybenzoic acid (658 mg) in tetrahydrofuran (5 mL) and N,N-dimethylformamide (3 mL), 1-hydroxy-7-azabenzotriazole (HOAt) (588 mg) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC) hydrochloride (826 mg) were added, followed by stirring at room temperature until materials disappear. To the reaction mixture, ice water and an aqueous saturated sodium hydrogen carbonate solution were sequentially added and then extracted with ethyl acetate. The organic layer was washed with saturated saline, dried over anhydrous sodium sulfate and then concentrated. The residue was purified by silica gel column chromatography (ethyl acetate:hexane=2:8) to obtain the titled compound having the following physical properties (612 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08476293B2
Source datasetuspto-grants-2013_07
ORD IDord-8b1c7642311143558f78ee18c650b2c8
Source noteuspto-grants-2013_07