Chiral Resolution and Serendipitous Fluorination Reaction for the Selective Dopamine D3 Receptor Antagonist BAK2-66.

@article{Kumar2014ChiralRA,
  title={Chiral Resolution and Serendipitous Fluorination Reaction for the Selective Dopamine D3 Receptor Antagonist BAK2-66.},
  author={Vivek Kumar and Ashwini K. Banala and Erick Garc{\'i}a and Jianjing Cao and Thomas M. Keck and Alessandro Bonifazi and Jeffery R. Deschamps and Amy Hauck Newman},
  journal={ACS medicinal chemistry letters},
  year={2014},
  volume={5 6},
  pages={
          647-51
        }
}
The improved chiral synthesis of the selective dopamine D3 receptor (D3R) antagonist (R)-N-(4-(4-(2,3-dichlorophenyl)piperazin-1-yl)-3-hydroxybutyl)1H-indole-2-carboxamide (( R )-PG648) is described. The same chiral secondary alcohol intermediate was used to prepare the enantiomers of a 3-F-benzofuranyl analogue, BAK 2-66. The absolute configurations of the 3-F enantiomers were assigned from their X-ray crystal structures that confirmed retention of configuration during fluorination with N,N… 

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