Lithium cyanide → N-[6-Chloro-2-[(3S)-3-cyano-1-pyrrolidinyl]-5-quinolinyl]-cyclohexaneacetamide

Participants

Reaction Conditions

Reaction Steps

Lithium cyanide (4 mL, 0.5M in DMF) was added to N-[6-chloro-2-[(3R)-3-hydroxy-1-pyrrolidinyl]-5-quinolinyl]-cyclohexaneacetamide (Example 33(a)) (0.21 g) in N,N′-dimethylformamide. The reaction mixture was heated at 60° C. for 10 hours. A saturated solution of sodium bicarbonate was added and the reaction mixture extracted with ethyl acetate. The combined organics were washed with brine, dried and concentrated. Purification (SiO2, iso-hexane:ethyl acetate 1:1 as eluant) gave the title compound as a solid (0.066 g).

Provenance & Evidence