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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 733724Generated: October 26, 2026

Ethylmorpholine → 4-Chloro-1-methyl-7-(4-morpholinylcarbonyl)-1H-pyrrolo[3,2-c]pyridine

https://huagongshe.com/reaction/733724

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylmorpholineHCID 7525—
ReactantMorpholineHCID 8083—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant4-Chloro-1-methyl-1H-pyrrolo[3,2-c]pyridine-7-carboxylic acidHCID 57840903—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product4-Chloro-1-methyl-7-(4-morpholinylcarbonyl)-1H-pyrrolo[3,2-c]pyridineHCID 57841040—

Reaction Steps

To a solution of 4-chloro-1-methyl-1H-pyrrolo[3,2-c]pyridine-7-carboxylic acid (660 mg) in dimethylformamide (10 ml) was added 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide (1.21 g), 1-hydroxybenzotriazole (0.86 g), N-ethylmorpholine (0.8 ml) and morpholine (0.55 ml). The solution was stirred at room temperature overnight. The reaction was diluted with water and extracted three times with ethyl acetate. The ethyl acetate layers were combined, washed with saturated sodium chloride solution and dried (MgSO4) then evaporated to afford the title compound as an off-white solid (783 mg). This was carried through without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07589206B2
Source datasetuspto-grants-2009_09
ORD IDord-c034bcd4aaaf4fe4934334a5284cd160
Source noteuspto-grants-2009_09