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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 133496Erstellt: 25. Oktober 2026

Acetylacetone → 1-(2-methyl-4-thiophen-2-yl-6,7-dihydro-5H-cyclopenta[4,5]thieno [2,3-b]pyridin-3-yl)-ethanone

https://huagongshe.com/reaction/133496

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetylacetoneHCID 31261—
Edukt(2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophen-3-yl)-thiophen-2-yl-methanoneHCID 9899694—
KatalysatorSulfuric AcidHCID 1118—
LösungsmittelAcetic AcidHCID 176—
Produkt1-(2-methyl-4-thiophen-2-yl-6,7-dihydro-5H-cyclopenta[4,5]thieno [2,3-b]pyridin-3-yl)-ethanoneHCID 1164532539,2%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

To a stirred solution of 55 mg (0.22 mmol) (2-amino-5,6-dihydro-4H-cyclopenta[b]thiophen-3-yl)-thiophen-2-yl-methanone in 2 ml acetic acid was added 0.016 ml (0.24 mmol) of pentane-2,4-dione and one drop of sulfuric acid. The mixture was then stirred at 80° C. for 15 minutes in a microwave and then concentrated in vacuo. Flash chromatography (heptane/ethyl acetate 6:1) afforded 27 mg (39%) 1-(2-methyl-4-thiophen-2-yl-6,7-dihydro-5H-cyclopenta[4,5]thieno [2,3-b]pyridin-3-yl)-ethanone as a yellow solid. ES-MS m/e (%): 314 (M+H+, 100).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07390903B2
Quelldatensatzuspto-grants-2008_06
ORD IDord-b95526789b1647f7b270cc7ffe60c26a
Quellennotizuspto-grants-2008_06