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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1250169Generated: October 31, 2026

Water → 5-{2-[4-(1H-Pyrrolo[2,3-b]pyridin-3-yl)-3,6-dihydro-2H-pyridin-1-yl]-ethoxy}-quinoline

https://huagongshe.com/reaction/1250169

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant5-(2-Chloroethoxy)quinolineHCID 11789002—
Reactant4-{1H-pyrrolo[2,3-b]pyridin-3-yl}-1,2,3,6-tetrahydropyridineHCID 14822063—
SolventDimethyl SulfoxideHCID 679—
SolventSodium HydroxideHCID 14798—
Product5-{2-[4-(1H-Pyrrolo[2,3-b]pyridin-3-yl)-3,6-dihydro-2H-pyridin-1-yl]-ethoxy}-quinolineHCID 9842337—

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution of 5-(2-chloroethoxy)quinoline (0.5 g, 24 mmol), ), 3-(1,2,3,6-tetrahydro-pyridin-4-yl)-1H-pyrrolo[2,3-b]pyridine (0.58 g, 29 mmol) and triethylamine (0.67 ml, 48 mmol) in anhydrous dimethylsulfoxide (20 ml) was allowed to stir for 4 hours at 80° C. The mixture was poured into water dilute with sodium hydroxide solution and extracted with ethyl acetate (3×100 ml). The organic layer was washed with water (3×100 ml), sodium bicarbonate and dried over anhydrous sodium sulfate, filtered, and the solvent was removed under vacuum to give a pale yellow solid, which was triturated with ethanol-ethyl ether to afford a pale yellow solid: mp 202-205° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06337336B1
Source datasetuspto-grants-2002_01
ORD IDord-3d1ee6836bba4a1aa8191636d559eb42
Source noteuspto-grants-2002_01