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Lithiation with n-BuLi/LiOCH2CH2NMe2 takes place at the 6-position, affording access to 6-substituted derivatives. With LiTMP . It is a building block in heterocycle synthesis.
Vladimir I Tyvorskii.; Denis N Bobrov.; Oleg G Kulinkovich.; Kourosch Abbaspour Tehranib.; Norbert De Kimpe. Synthesis of 5-alkyl-4-amino-2-(trifluoromethyl)pyridines and their transformation into trifluoromethylated 1H-pyrazolo[4,3-c]pyridines.Tetrahedron. 2001, 57 (10),2051-2055 .
Vladimir I Tyvorskii.; Denis N Bobrov.; Oleg G Kulinkovic.; Wim Aelterman.; Norbert De Kimpe. Synthesis of 3-(Trifluoromethyl)benzo[c][1,6]naphthyridines from Substituted 4H-Pyran-4-ones via 4-Amino-5-Aryl-2-(trifluoromethyl)pyridines.Tetrahedron. 2000, 56 (37),7313-7318 .
Lithiation with n-BuLi/LiOCH2CH2NMe2 takes place at the 6-position, affording access to 6-substituted derivatives. With LiTMP (see 2,2,6,6-Tetramethylpiperidine, A18712), 3-lithiation occurs: Eur. J. Org. Chem., 1569 (2003).
Hazard Statements: H226-H315-H319-H335
Flammable liquid and vapour. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Precautionary Statements: P210-P261-P303+P361+P353-P305+P351+P338-P405-P501a
Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Avoid breathing dust/fume/gas/mist/vapours/spray. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.