(3-Methylpyridin-2-yl)methanamine → N4-cyclohexyl-5,6-dimethyl-N2-[(3-methylpyridin-2-yl)methyl]pyrimidine-2,4-diamine

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Reaction Steps

The titled compound was synthesized according to the general procedure described for preparation of N4-cyclohexyl-5,6-dimethyl-N2-(pyridin-2-ylmethyl)pyrimidine-2,4-diamine (Example 1) using [(3-methylpyridin-2-yl)methyl]amine instead of (pyridin-2-ylmethyl)amine. The crude product was purified by crystallization from ethanol (10 mL) to afford the titled compound as the hydrochloride salt as a white solid. 1H NMR (300 MHz, DMSO-d6) δ ppm 1.10-1.20 (m, 5H), 1.55-1.75 (m, 5H), 1.89 (s, 3H), 2.25 (s, 3H), 2.33 (s, 3H), 3.83 (s, 1H), 4.63 (d, J=5.10 Hz, 2H), 7.15-7.25 (m, 1H), 7.50-7.65 (m, 2H), 7.91 (s, 1H), 8.34 (d, J=4.03 Hz, 1H), 12.62 (s, 1H); MS (ESI) m/z 326.9 (M+1)+.

Provenance & Evidence