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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 544927Erstellt: 25. Oktober 2026

Ethanol → (2-Chlorophenyl)-N-(5-(cyclopropylcarbamoyl)-2-methylphenyl)thiophene-2-carboxamide

https://huagongshe.com/reaction/544927

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthanolHCID 702—
EduktPotassium Phosphate, TribasicHCID 62657—
Edukt2-Chlorophenylboronic acidHCID 2734322—
Edukt5-Bromo-N-(5-(cyclopropylcarbamoyl)-2-methylphenyl)thiophene-2-carboxamideHCID 59761401—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelTolueneHCID 1140—
LösungsmittelEthyl AcetateHCID 8857—
Produkt(2-Chlorophenyl)-N-(5-(cyclopropylcarbamoyl)-2-methylphenyl)thiophene-2-carboxamideHCID 6714879264,9%

Reaktionsbedingungen

Temperatur115 °C

Reaktionsschritte

5-Bromo-N-(5-(cyclopropylcarbamoyl)-2-methylphenyl)thiophene-2-carboxamide (80 mg, 0.21 mmol) and 2-chlorophenylboronic acid (50 mg, 0.32 mmol) in toluene (0.7 mL) was purged with argon and ethanol (0.14 mL), 2 M aq. K3PO4 (0.21 mL, 0.42 mmol), and Pd(PPh3)4 (12 mg, 0.010 mmol) was added. The resulting mixture was heated at 115° C. for 2 h. After cooling to rt, the mixture was diluted with EtOAc (100 mL), washed with brine and dried over anyhd. sodium sulfate. The solution was filtered and concentrated under vacuum to afford a yellow solid which was triturated with MeOH (2 mL), filtered to collect the solid and rinsed with additional MeOH (2×0.5 mL) and dried under vacuum to afford 56 mg of a white solid as the title compound (Example 136). HPLC Ret time=3.56 min. LCMS [M+H]+ 411.21.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07935696B2
Quelldatensatzuspto-grants-2011_05
ORD IDord-853c6265e22d4ecba748bcb7a823bd8d
Quellennotizuspto-grants-2011_05