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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 133492Erstellt: 25. Oktober 2026

1,1,1-Trifluoro-2,4-pentanedione → 1-[4-(3,4-dichloro-phenyl)-2-methyl-6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-b]pyridin-3-yl]-2,2,2-trifluoro-ethanone

https://huagongshe.com/reaction/133492

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,1,1-Trifluoro-2,4-pentanedioneHCID 73943—
Edukt3-(3,4-dichlorobenzoyl)-4H,5H,6H-cyclopenta[b]thiophen-2-amineHCID 28337439—
KatalysatorSulfuric AcidHCID 1118—
LösungsmittelAcetic AcidHCID 176—
Produkt1-[4-(3,4-dichloro-phenyl)-2-methyl-6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-b]pyridin-3-yl]-2,2,2-trifluoro-ethanoneHCID 1169766114%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

To a stirred solution of 50 mg (0.16 mmol) (2-amino-5,6-dihydro-4H-cyclopenta[b]thiophen-3-yl)-(3,4-dichloro-phenyl)-methanone in 2 ml acetic acid was added 0.020 ml (0.17 mmol) of 1,1,1-trifluoro-pentane-2,4-dione and one drop of sulfuric acid. The mixture was then stirred at 100° C. for 10 minutes in a microwave and then concentrated in vacuo. Flash chromatography (heptane/ethyl acetate 10:1) afforded 9 mg (14%) 1-[4-(3,4-dichloro-phenyl)-2-methyl-6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-b]pyridin-3-yl]-2,2,2-trifluoro-ethanone as a yellow solid. ES-MS m/e (%): 430 (M+H+, 100).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07390903B2
Quelldatensatzuspto-grants-2008_06
ORD IDord-5dcb37703fe34f8d8adc151c065ecd36
Quellennotizuspto-grants-2008_06