2-(Methylamino)pyridine (Me-APy-H), 2-anilinopyridine (Ph-APy-H), and 4-methyl-2-((trimethylsilyl)amino)pyridine (TMS-Apy-H) were used to synthesize mononuclear monochloro complexes that contain two or three such aminopyridines as strained amido ligands. The reaction of 2 or 3 equiv of in situ generated lithium aminopyridinate with TiCl4(THF)(2) or TiCl4 afforded just in the case of Me-APy-H a red crystalline product (Me-APy)(3)TiCl (1a) but in unacceptably low yield, An alternative way to synthesize 1a and (Ph-APy)(3)TiCl (1b) is amine elimination, starting from mixed chlorodimethylamido complexes like (Me(2)N)(3)TiCl or (Me(2)N)(2)TiCl2. The reaction of (Me(2)N)(3)TiCl with 2 equiv of Me-APy-H, Ph-APy-H or TMS-APy-H afforded (Me-APy)(2)Ti(NMe(2))Cl (2a), (Ph-APy)(2)Ti(NMe(2))Cl (2b), or (TMS-APy)(2)Ti(NMe(2))Cl (2c). These compounds represent novel unusual highly nitrogen-coordinated titanium complexes.