2-Methyl-2H-pyrazol-3-ylamine → 5,6-dimethyl-N4-(1-methyl-1H-pyrazol-5-yl)-N2-(pyridin-2-ylmethyl)pyrimidine-2,4-diamine

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Reaction Steps

The titled compound was synthesized according to the procedure described for preparation of N4-cyclopentyl-5,6-dimethyl-N2-(pyridin-2-ylmethyl)pyrimidine-2,4-diamine (Example 29) using 1-methyl-1H-pyrazol-5-amine instead of cyclopentanamine. The crude material was purified by column chromatography eluting with mixture of chloroform/ethanol/20% water solution of ammonia (200:10:1), and then the final product was washed with diethyl ether to afford the titled compound as a white solid. 1H NMR (300 MHz, methanol-d4) δ ppm 2.09 (s, 3H), 2.27 (s, 3H), 3.38 (s, 3H), 4.42 (s, 2H), 5.98 (s, 1H), 7.14 (d, J=7.5 Hz, 1H), 7.24 (t, J=6.7 Hz, 1H), 7.38 (s, 1H), 7.70 (t, J=7.0 Hz, 1H), 8.43 (d, J=5.2 Hz, 1H); MS (ESI) m/z 310.2 (M+1)+.

Provenance & Evidence