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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1515741Generated: October 26, 2026

Ethanol → 1H-Pyrrolo(2,3-b)pyridine

https://huagongshe.com/reaction/1515741

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantTetrahydrofuranHCID 8028—
ReactantSodium HydroxideHCID 14798—
Reactant1-benzenesulfonyl-2-[2-cyclopentyl-1-(6-methoxy-pyridin-3-yl)-vinyl]-1H-pyrrolo[2,3-b]pyridineHCID 67228717—
SolventEthyl AcetateHCID 8857—
Product1H-Pyrrolo(2,3-b)pyridineHCID 9222253.9%

Reaction Steps

A mixture of 1-benzenesulfonyl-2-[2-cyclopentyl-1-(6-methoxy-pyridin-3-yl)-vinyl]-1H-pyrrolo[2,3-b]pyridine (110 mg, 0.24 mmol), ethanol (6 mL), tetrahydrofuran (3 mL) and an aqueous sodium hydroxide solution (10%, 1 mL) was heated at 40° C. for 4 h. The mixture was diluted with ethyl acetate (100 mL), washed with water, dried over anhydrous sodium sulfate and then concentrated in vacuo to afford 2-[2-cyclopentyl-1-(6-methoxy-pyridin-3-yl))-vinyl]-1H-pyrrolo[2,3-b]pyridine (72 mg, 94%) as a white solid: LC/MS m/e calcd for C20H21N3O [M+H]+ 320.41, observed 320.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08222416B2
Source datasetuspto-grants-2012_07
ORD IDord-dc19e8e1caff4589afd8055296dfa4bc
Source noteuspto-grants-2012_07