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7452427 
Journal Article 
A Practical Synthesis of 4-Amino-2-(Trifluoromethyl)nicotinic Acid 
Li, B; Bi, FC; Buzon, RA; Kang, M; Oliver, RM; Sagal, JF; Samp, L; Walker, DP; Zhang, Z 
2010 
1 
Synlett
ISSN: 0936-5214
EISSN: 1437-2096 
14 
2133-2135 
English 
WOS:000281197300020 
A practical synthesis of 4-amino-2-(trifluoromethyl)-nicotinic acid is described. 2-(Trifluoromethyl)pyridine was lithiated using lithium 2,2,6,6-tetramethylpiperidide (LTMP) in the presence of 1,3-dimethyl-2- imidazolidinone (DMI) and followed by CO2 quench to give the C-3 carboxylation product. Subsequent directed C-4 lithiation of carboxylation product afforded 4-iodo-2-(trifluoromethyl)nicotinic acid, which was coupled with tert-butyl carbamate under Pd-catalyzed conditions and followed by Boc deprotection to yield the title product in four steps and 50% overall yield. © Georg Thieme Verlag Stuttgart New York. 
pyridine; directed lithiation; trifluoromethyl; iodination; Boc-amide; amination 
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