Reaktion #1815343

Reaktionsgleichung

Racemic (2′R,3R,4′S)-1′-(aminocarbonyl-methyl)-6-bromo-4′-(3-chlorophenyl)-2′-(1-methylene-propyl)-2,3-dihydro-2,6′-dioxo-spiro[indole-3,3′-piperidine] 1-methoxyethyl trimethylsilane

→

product

Ausbeute 25.1%

racemic (2′R,3R,4′S)-1′-(aminocarbonyl-methyl)-6-bromo-4′-(3-chlorophenyl)-2′-(1-methylene-propyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione

Ausbeute 25.1%

Lösungsmittel

trifluoroacetic acid

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenThe reaction mixture was concentrated
2. 2
   workup.DISSOLUTIONThe residue was redissolved in a mixture of methanol (3 ml) and DIPEA
3. 3
   SonstigeThe reaction tube was then placed into the cavity of a focused monomode microwave reactor
4. 4
   Sonstigethe contents of the flask were irradiated for 30 min at 120° C
5. 5
   EinengenThe reaction mixture was concentrated
6. 6
   Einengenthe residue was concentrated
7. 7
   Sonstigethe residue was purified by Prep-HPLC

Vorschrift

Racemic (2′R,3R,4′S)-1′-(aminocarbonyl-methyl)-6-bromo-4′-(3-chlorophenyl)-2′-(1-methylene-propyl)-2,3-dihydro-2,6′-dioxo-spiro[indole-3,3′-piperidine]-1-methoxyethyl trimethylsilane (350 mg) was dissolved in a solution of trifluoroacetic acid (5 mL) and dichloromethane (5 mL). The reaction mixture was stirred at room temperature for 0.5 h. The reaction mixture was concentrated. The residue was redissolved in a mixture of methanol (3 ml) and DIPEA. The reaction tube was then placed into the cavity of a focused monomode microwave reactor and the contents of the flask were irradiated for 30 min at 120° C. The reaction mixture was concentrated and the residue was concentrated and the residue was purified by Prep-HPLC to obtain 70 mg product.

Quelle