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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 733747Generated: October 29, 2026

Ethylmorpholine → N-(3-Chlorophenyl)-1-ethyl-7-(4-morpholinylcarbonyl)-1H-pyrrolo[3,2-c]pyridin-4-amine

https://huagongshe.com/reaction/733747

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylmorpholineHCID 7525—
ReactantMorpholineHCID 8083—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant1-Hydroxybenzotriazole hydrateHCID 2796029—
Reactant4-[(3-Chlorophenyl)amino]-1-ethyl-1H-pyrrolo[3,2-c]pyridine-7-carboxylic acidHCID 57841032—
SolventDiethyl EtherHCID 3283—
SolventDimethylformamideHCID 6228—
ProductN-(3-Chlorophenyl)-1-ethyl-7-(4-morpholinylcarbonyl)-1H-pyrrolo[3,2-c]pyridin-4-amineHCID 11581787—

Reaction Steps

A solution of 4-[(3-chlorophenyl)amino]-1-ethyl-1H-pyrrolo[3,2-c]pyridine-7-carboxylic acid (20 mg), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (15 mg), 1-hydroxybenzotriazole hydrate (11 mg), morpholine (11 ul) and N-ethylmorpholine (32 ul) in dimethylformamide (2 ml) was stirred under argon over night. The reaction mixture was diluted with diethyl ether and washed with water. The aqueous layer was acidified with an aqueous 2M hydrochloric acid solution and then extracted three times with diethyl ether. The combined organic layers were washed with brine, dried (MgSO4) and evaporated to afford the title compound as a yellow oil (14 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07589206B2
Source datasetuspto-grants-2009_09
ORD IDord-a73aa566d1dd40de9803d3f5bdc6e0f0
Source noteuspto-grants-2009_09