Reaktion #724223

Reaktionsgleichung

1-(3,4,5-trimethoxybenzoyl)-3-(3,4-dichlorophenyl)-3-(2-methanesulfonyloxyethyl)piperidine

4-(1-(2-ethoxyethyl)-1H-benzimidazol-2-yl)[1,4]diazepane

methanol

N,N-diisopropylethylamine

→

title compound

1-(3,4,5-Trimethoxybenzoyl)-3-(2-(4-(1-(2-ethoxyethyl)-1H-benzimidazol-2-yl)[1,4]diazepan-1-yl)ethyl)-3-(3,4-dichlorophenyl)piperidine

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturHeat to reflux
2. 2
   Sonstigepartition the residue between ethyl acetate and saturated aqueous sodium bicarbonate solution
3. 3
   TrocknenDry the organic layer over Na2SO4
4. 4
   Filtrationfilter
5. 5
   Einengenconcentrate in vacuo
6. 6
   Sonstigeto obtain a residue

Vorschrift

Combine 1-(3,4,5-trimethoxybenzoyl)-3-(3,4-dichlorophenyl)-3-(2-methanesulfonyloxyethyl)piperidine (0.71 g, 1.32 mmol) and 4-(1-(2-ethoxyethyl)-1H-benzimidazol-2-yl)[1,4]diazepane (0.38 g, 1.32 mmol), and N,N-diisopropylethylamine (0.37 g, 2.9 mmol) in acetonitrile (15 mL). Heat to reflux. After 36 hours, partition the residue between ethyl acetate and saturated aqueous sodium bicarbonate solution. Dry the organic layer over Na2SO4, filter, and concentrate in vacuo to obtain a residue. Chromatograph the residue on silica gel eluting with 15% methanol/2% triethylamine/ethyl acetate to give the title compound. Elemental Analysis calculated for C39H49Cl2N5O5: C 63.40; H 6.68; N 9.48; Found: C 63.68; H 6.69; N 9.57.

Quelle