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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 269513Generated: October 26, 2026

Ammonium Chloride → 2-(1H-Pyrrolo[2,3-b]pyridin-5-yl)-cyclopropanecarboxylic acid ethyl ester

https://huagongshe.com/reaction/269513

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantSodium ethoxideHCID 2723922—
ReactantCyclopropanecarboxylic acid, 2-[1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-5-yl]-, ethyl esterHCID 59832219—
SolventEthanolHCID 702—
Product2-(1H-Pyrrolo[2,3-b]pyridin-5-yl)-cyclopropanecarboxylic acid ethyl esterHCID 59832340—

Reaction Conditions

Temperature70 °C

Reaction Steps

2-[1-(Toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-5-yl ]-cyclopropanecarboxylic acid ethyl ester, (153 mg, 0.4 mmol), was added to 2 mL ethanol and sodium ethoxide solution, (˜2.68M, 300 μL, 0.8 mmol), was added. The mixture was heated to 70° C. for 3 hours. The mixture was cooled to rt and several mL sat. ammonium chloride solution were added. The mixture was extracted with dichloromethane and the organic layers evaporated affording 85 mg essentially pure 2-(1H-Pyrrolo[2,3-b]pyridin-5-yl)-cyclopropanecarboxylic acid ethyl ester, which was used without further purification. MS ES+231.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07446199B2
Source datasetuspto-grants-2008_11
ORD IDord-f9c82fe6526e45e8a75417aa92ac72f0
Source noteuspto-grants-2008_11