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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 269512Erstellt: 26. Oktober 2026

Ethyl diazoacetate → Cyclopropanecarboxylic acid, 2-[1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-5-yl]-, ethyl ester

https://huagongshe.com/reaction/269512

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl diazoacetateHCID 12192—
Edukt1-(Toluene-4-sulfonyl)-5-vinyl-1H-pyrrolo[2,3-b]pyridineHCID 59832287—
LösungsmittelO-XyleneHCID 7237—
ProduktCyclopropanecarboxylic acid, 2-[1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-5-yl]-, ethyl esterHCID 5983221954,4%

Reaktionsbedingungen

Temperatur95 °C

Reaktionsschritte

1-(Toluene-4-sulfonyl)-5-vinyl-1H-pyrrolo[2,3-b]pyridine, (200 mg, 0.67 mmol), and ethyl diazoacetate, (730 μL, 7.0 mmol), were combined in 3 mL xylene and heated to 95° C. for 30 min, then to 115° C. for 4 hours. The solvent was evaporated onder vacuum and the residue purified by silica chromatography, (eluent: methylene chloride), affording 140 mg, (50%), 2-[1-(Toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-5-yl ]-cyclopropanecarboxylic acid ethyl ester as a mixture of cis and trans isomers. MS ES+385.3.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07446199B2
Quelldatensatzuspto-grants-2008_11
ORD IDord-f5f3591cadcf49129ce5395bb0b7c2c5
Quellennotizuspto-grants-2008_11