Reaction Steps
A mixture of 1.50 g (4.26 mmol) of 6-(2-{[(2-methylphenyl)amino]methyl}-1-naphthyl) pyridine-2-carbaldehyde and 0.75 g (4.26 mmol) of 2,6-diisopropylaniline in 15 ml of dry ethanol was refluxed for 3 h. Crystals precipitated from this mixture at 0° C. were collected, washed by 3×5 ml of cold ethanol, and dried in vacuum. Yield 1.92 g (88%) of yellowish crystalline solid. Anal. calc. for C36H37N3: C, 84.50; H, 7.29; N, 8.21. Found: C, 84.73; H, 7.41; N, 8.02. 1H NMR (CDCl3): 8.35 (m, 1H, 8-H in naphthyl), 8.33 (s, 1H, CH═N), 7.98 (m, 1H, 4-H in Py), 7.92 (d, J=8.6 Hz, 1H, 4-H in naphthyl), 7.89 (m, 1H, 5-H in naphthyl), 7.68 (d, J=8.6 Hz, 1H, 3-H in naphthyl), 7.57 (m, 1H, 3-H in Py), 7.40-7.50 (m, 3H, 5-H in Py and 6,7-H in naphthyl), 6.98-7.17 (m, 5H, 3,4,6-H in 2,6-disopropylphenyl and 3,5-H in ortho-tolyl), 6.61 (m, 1H, 4-H in ortho-tolyl), 6.53 (m, 1H, 6-H in ortho-tolyl), 4.29 (m, 2H, CH2N), 3.93 (br. s, 1H, NH), 2.96 (sept, J=6.8 Hz, 2H, CHMe2), 2.06 (s, 3H, Me in ortho-tolyl), 1.16 (d, J=6.8 Hz, 6H, CHMeMe′), 1.15 (d, J=6.8 Hz, 6H, CHMeMe').
