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. Author manuscript; available in PMC: 2009 Oct 1.
Published in final edited form as: Bioorg Med Chem. 2008 Aug 29;16(19):8914–8921. doi: 10.1016/j.bmc.2008.08.066

Scheme 1.

Scheme 1

Synthesis of 2-phenylquinoline carboxylic acid 12. (a) Methyl anthranilate, Ph2O, MW, 240 °C, 20 min, 83%.; (b) (i) POCl3, reflux,1 h, 87%; (ii) NBS, AIBN, cyclohexane, reflux, 50 min, 77%; (iii) Vinyl tributyltin, Pd(PPh3)4, DMF, 45 °C, 2 h, 73%; (iv) aniline, SnCl4, CH3CN, rt , 1 h and 86%; (c) LiOH.H2O, THF-H2O, rt, 24 h, 87%.