Reaktion #1966294

Reaktionsgleichung

ethyl (4-amino-2-fluorophenyl)acetate

2-chloro-5-{[(3-chlorophenyl)methyl]oxy}benzoic acid

N-[2-(dimethylamino)ethyl]-N′-ethylcarbodiimide hydrochloride

→

title compound

Ausbeute 33.0%

Ethyl (4-{[(2-chloro-5-{[(3-chlorophenyl)methyl]oxy}phenyl)carbonyl]amino}-2-fluorophenyl)acetate

Ausbeute 33.0%

Lösungsmittel

dichloromethane

methanol

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe resulting mixture heated at 40° C. overnight
2. 2
   TemperaturOn cooling
3. 3
   Sonstigepurified by SCX cartridge
4. 4
   Wascheneluting with methanol

Vorschrift

A solution of 2-chloro-5-{[(3-chlorophenyl)methyl]oxy}benzoic acid (207 mg, 0.7 mmol) in dichloromethane (3 ml) was treated with N-[2-(dimethylamino)ethyl]-N′-ethylcarbodiimide hydrochloride (201 mg, 1.05 mmol, 1.5 eq) and stirred at room temperature for 30 minutes. A solution of ethyl (4-amino-2-fluorophenyl)acetate (207 mg, 1.05 mmol, 1.5 eq) in dichloromethane (2 ml) was added and the resulting mixture heated at 40° C. overnight. On cooling, the mixture was diluted with methanol and purified by SCX cartridge eluting with methanol to afford the title compound as a yellow oil (110 mg). MS (ES+) m/z 476 [M+H]+ (C24H2035Cl2FNO4). 1H-NMR (400 MHz, d6-DMSO) δ 1.19 (3H, t, J 7.2), 3.68 (2H, s), 4.09 (2H, q, J 7.2), 5.20 (2H, s), 7.15-7.68 (10H, m).

Quelle