Reaktion #158209

Reaktionsgleichung

(imidazo[2,1-b]benzothiazol-2-yl)aniline

BOP-Cl

HOBT

DIPEA

2-[2-(3,5-dimethylphenyl)acetamido]-3-phenyl-propanoic acid

2-[2-(3,5-dimethylphenyl)acetamido]-3-phenyl-propionic acid

→

(S)-2-(3,5-dimethylphenylacetamido)-3-phenyl-N-[4-(imidazo[2,1-b]benzothiazol-2-yl)phenyl]propanamide

Lösungsmittel

CH2Cl2

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe reaction mixture was reflux under nitrogen for 6 h
2. 2
   SonstigeThe solvent was removed under reduced pressure
3. 3
   Sonstigethe crude mixture was purified by flash chromatography (MeOH 2.5%-CH2Cl2 97.5%)

Vorschrift

BOP-Cl (114.5 mg, 0.450 mmol), HOBT (33.4 mg, 0.247 mmol) and DIPEA (157 μl, 0.899 mmol) were added to a solution of (S) 2-[2-(3,5-dimethylphenyl)acetamido]-3-phenyl-propanoic acid (70.0 mg, 0.225 mmol) in dry CH2Cl2 (10 ml). After 10 min 4-[(imidazo[2,1-b]benzothiazol-2-yl)aniline (65.1 mg, 0.247 mmol) was added to the solution and the reaction mixture was reflux under nitrogen for 6 h. The solvent was removed under reduced pressure and the crude mixture was purified by flash chromatography (MeOH 2.5%-CH2Cl2 97.5%) to afford the desired product (S)-2-(3,5-dimethylphenylacetamido)-3-phenyl-N-[4-(imidazo[2,1-b]benzothiazol-2-yl)phenyl]propanamide as a yellow solid (42% c.y.).

Quelle