Reaktion #1055006

Reaktionsgleichung

phenyl 2-[4-(2-ethyl-4-phenyl-1H-imidazol-1-yl)phenyl]ethylcarbamate

5-methylpyridine-2-sulfonamide

DBU

→

title compound

Ausbeute 60.0%

N-[({2-[4-(2-ethyl-4-phenyl-1H-imidazol-1-yl)phenyl]ethyl}amino)carbonyl]-5-methyl-2-pyridinesulfonamide

Ausbeute 60.0%

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThen, the volatile components were removed by evaporation
2. 2
   workup.DISSOLUTIONthe residue was dissolved in dichloromethane
3. 3
   WaschenThe organic phase was washed with water
4. 4
   Trocknendried (MgSO4)
5. 5
   Einengenconcentrated
6. 6
   SonstigeThe residue was purified by TLC with dichloromethane/methanol (10:1)

Vorschrift

A mixture of phenyl 2-[4-(2-ethyl-4-phenyl-1H-imidazol-1-yl)phenyl]ethylcarbamate (203 mg, 0.50 mmol), 5-methylpyridine-2-sulfonamide (86 mg, 0.50 mmol) and DBU (82 μL, 0.55 mmol) in acetonitrile (5 mL) was stirred for overnight at ambient temperature. Then, the volatile components were removed by evaporation and the residue was dissolved in dichloromethane. The organic phase was washed with water, dried (MgSO4) and concentrated. The residue was purified by TLC with dichloromethane/methanol (10:1) to afford 145 mg (60%) of the title compound as white solids: MS (ESI) m/z 490 [M+H]+, 488 [M−H]−, 1H-NMR (DMSO-d6) δ 1.18 (3H, t, J=7.5 Hz), 2.37 (3H, s), 2.72-2.90 (4H, m), 3.23 (2H, q, J=6.0 Hz), 6.69 (1H, br), 7.40-7.59 (6H, m), 7.85-7.93 (4H, m), 8.24 (1H, s), 8.55 (1H, s).

Quelle