Reaktion #2507876

Reaktionsgleichung

4-(4-chlorophenyl)-1H-pyrrole-2-carboxylic acid

EDC

HOBT

NaHCO3

3-methoxy-4-(2-(pyrrolidin-1-yl)ethoxy)benzenamine

→

title compound

Ausbeute 99.0%

4-(4-chlorophenyl)-N-(3-methoxy-4-(2-(pyrrolidin-1-yl)ethoxy)phenyl)-1H-pyrrole-2-carboxamide

Ausbeute 99.0%

Lösungsmittel

DMF

EtOAc

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigepreparation
2. 2
   Waschenthe organic layer was washed with H2O (10 mL×2) and brine
3. 3
   TrocknenThe organic layer was dried over Na2SO4, and cone, in vacuum to a brown oil
4. 4
   SonstigeThe oil was purified by flash column chromatography (silica gel, CH3OH in CH2Cl2, 0-10% gradient)

Vorschrift

Following preparation as described in PCT application WO 2002/101146, 3-methoxy-4-(2-(pyrrolidin-1-yl)ethoxy)benzenamine (59 mg, 0.25 mol) was stirred overnight in DMF (2 mL) containing with 4-(4-chlorophenyl)-1H-pyrrole-2-carboxylic acid (65 mg, 0.25 mol), EDC (96 mg, 0.50 mol), HOBT (77 mg, 0.50 mol) and NaHCO3 (116 mg, 1.37 mol). After dilution of the reaction with 40 mL of EtOAc, the organic layer was washed with H2O (10 mL×2) and brine. The organic layer was dried over Na2SO4, and cone, in vacuum to a brown oil. The oil was purified by flash column chromatography (silica gel, CH3OH in CH2Cl2, 0-10% gradient) to yield 109 mg (99%) of the title compound as a colorless oil. MS (ESI) 440 (M+H)+.

Quelle