Reaktion #1127730

Reaktionsgleichung

methyl (1S,3R)-3-({[1-({[(3R)-3-(4-cyanobenzyl)-1-(3,5-dichlorophenyl)-3-methyl-2-oxo-2,3-dihydro-1H-imidazo[1,2-a]imidazol-5-yl]carbonyl}amino)cyclopropyl]-carbonyl}amino)cyclopentanecarboxylate

ammonia

→

title compound

Ausbeute 55.0%

(3R)—N-(1-{[(1R,3S)-3-carbamoylcyclopentyl]carbamoyl}cyclopropyl)-3-(4-cyanobenzyl)-1-(3,5-dichlorophenyl)-3-methyl-2-oxo-2,3-dihydro-1H-imidazo-[1,2-a]imidazole-5-carboxamide

Ausbeute 55.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe reaction tube was sealed
2. 2
   TemperaturThe reaction solution was then cooled to room temperature
3. 3
   Einengenconcentrated in vacuo
4. 4
   SonstigeThe resultant residue was purified via reverse phase HPLC

Vorschrift

To methyl (1S,3R)-3-({[1-({[(3R)-3-(4-cyanobenzyl)-1-(3,5-dichlorophenyl)-3-methyl-2-oxo-2,3-dihydro-1H-imidazo[1,2-a]imidazol-5-yl]carbonyl}amino)cyclopropyl]-carbonyl}amino)cyclopentanecarboxylate (109.2 mg, 0.168 mmol) was added ammonia (7N in methanol, 4 mL, 28 mmol) and the reaction tube was sealed. The reaction solution was stirred at 80° C. for 65 h. The reaction solution was then cooled to room temperature and concentrated in vacuo. The resultant residue was purified via reverse phase HPLC to afford 58.6 mg of the title compound as a white solid, m/z 634.2 [M+1]+.

Quelle