Acetonitrile → 2-[(3S)-3-Aminopyrrolidin-1-yl]-6-chloro-N-[(1-hydroxycycloheptyl)methyl]-quinoline-5-carboxamide

Participants

Reaction Conditions

Reaction Steps

A mixture of 2,6-dichloro-N-((1-hydroxycycloheptyl)methyl)quinoline-5-carboxamide (100 g), potassium carbonate (83 g), (S)-3-aminopyrrolidine (Alfa Aesar, 99% ee) (41 ml) and acetonitrile (1 L) were heated with stirring at 82° C. under a nitrogen atmosphere for 8 hours. The mixture was then allowed to cool to room temperature, poured into water (3.3 L) and the mixture was stirred for 1 hour before being filtered and washed with water (2×300 ml), acetonitrile (200 ml) and dried in vacuo to afford the subtitle product as a pale yellow solid (94.0 g).

Provenance & Evidence