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HRID 1799799Erstellt: 25. Oktober 2026

1,2-Dichloroethane → 2-(4-Chlorophenyl)-5-(4-(2-hydroxy-2-methylpropoxy)-3-methoxyphenyl)-4H-furo[3,2-c]pyrrol-6(5H)-one

https://huagongshe.com/reaction/1799799

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,2-DichloroethaneHCID 11—
EduktDimethylformamideHCID 6228—
EduktPotassium CarbonateHCID 11430—
Edukt1-(4-Amino-2-methoxyphenoxy)-2-methylpropan-2-olHCID 59595052—
LösungsmittelEthyl AcetateHCID 8857—
Produkt2-(4-Chlorophenyl)-5-(4-(2-hydroxy-2-methylpropoxy)-3-methoxyphenyl)-4H-furo[3,2-c]pyrrol-6(5H)-oneHCID 45279987—

Reaktionsschritte

A solution of Part D product (40 mg, 0.127 mmol), EDC (48.6 mg, 0.254 mmol) and 1-(4-amino-2-methoxyphenoxy)-2-methylpropan-2-ol (26.8 mg, 0.127 mmol) in DMF (1.0 mL) was stirred at RT overnight. After K2CO3(35.0 mg, 0.254 mmol) was added, the reaction was stirred overnight. Then the mixture was diluted with EtOAc (˜25 mL), washed with water and brine, dried over anhydrous Na2SO4, and concentrated. The resulting brown solution was purified by prep. HPLC to give 10 mg of the title compound as a white solid after lyophilization: 1H NMR (400 MHz, CDCl3) δ7.72 (d, J=8.3 Hz, 2H), 7.60 (s, 1H), 7.42 (d, J=8.3 Hz, 2H), 6.94 (br. s., 2H), 6.80 (s, 1H), 4.66 (s, 2H), 3.91 (s, 3H), 3.83 (s, 2H), 1.34 (s, 6H); HPLC retention time: 2.918 min; LCMS (ES): m/z 428 [M+H]+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08344160B2
Quelldatensatzuspto-grants-2013_01
ORD IDord-8c131d8026e940cb98d119789ddb4b0f
Quellennotizuspto-grants-2013_01