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Representative Experimental Procedure for the Synthesis of N-tert-Butyl-2-(4-chlorophenyl)imidazo[1,2-a] pyridin-3-amine (Table 2, entry 1, To a mixture of 2-aminopyridine (0.19 g, 2 mmol) and 4-chlorobenzaldehyde (0.28 g, 2 mmol) in PEG-400 (2 mL, tert-butyl isocyanide (0.17 g, 2 mmol) and ZrCl4 (47 mg, 10 mol, were added. The mixture was allowed to stir at 50°C under open air. After completion of the reaction (4.5 h, monitored by TLC, the resulting mixture was extracted with EtOAc and washed with H2O. The organic layer was dried over anhyd Na2SO4, filtered and concentrated under reduced pressure. The column chromatographic purification of crude product over silica gel (mesh size: 60-120) eluting with EtOAc-hexane (1:1.5) afforded N-tert-butyl-2-(4-chlorophenyl)imidazo-[1,2-a] pyridin-3-amine (0.48 g, 85, white solid; mp 146-149°C. MS ESI, m/z, 300 [M, 1
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3: C, 68.11; H, 6.05; N, 14.02. Found: C, 67.89; H, 6.07; N, 13.99. All reactions (Tables 1- 3) were carried out following this procedure.
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