Reaktion #10167

Reaktionsgleichung

Methyl 4′-{[({1-[(tert-butoxycarbonyl)amino]cyclopropyl}carbonyl)-amino]methyl}-1,1′-biphenyl-2-carboxylate

hydrogen chloride

→

methyl 4′-({[(1-aminocyclopropyl)carbonyl]amino}methyl)-1,1′-biphenyl-2-carboxylate

Lösungsmittel

DCM

MeOH

chloroform

DCM

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeDry nitrogen was then bubbled through the solution for about 30 min
2. 2
   SonstigeSolvent was then removed under reduced pressure
3. 3
   Sonstigeto yield an oily residue
4. 4
   Sonstigethe solvent removed
5. 5
   Sonstigewas obtained
6. 6
   Filtrationfollowed by saturation with ammonia gas, filtration and solvent removal

Vorschrift

Methyl 4′-{[({1-[(tert-butoxycarbonyl)amino]cyclopropyl}carbonyl)-amino]methyl}-1,1′-biphenyl-2-carboxylate (0.84 g, 2.0 mmol) dissolved in a mixture of DCM (3 mL) and MeOH (45 mL) was cooled to 0° C. This homogenous solution was saturated with anhydrous hydrogen chloride and allowed to sit for 30 minutes. Dry nitrogen was then bubbled through the solution for about 30 min. Solvent was then removed under reduced pressure to yield an oily residue. The oil was then dissolved in DCM and the solvent removed. This process being repeated until a solid amine hydrochloride was obtained. Alternatively, the residue could be dissolved in chloroform followed by saturation with ammonia gas, filtration and solvent removal to obtain solid methyl 4′-({[(1-aminocyclopropyl)carbonyl]amino}methyl)-1,1′-biphenyl-2-carboxylate as the free-base.

Quelle