p-Toluidine → HCID 71738746, compound

Participants

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 p-toluidine 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, CDCl3) δ ppm 2.06 (s, 3H), 2.31 (s, 3H), 2.33 (s, 3H), 4.71 (d, J=2.8 Hz, 2H), 5.75 (bs, 1H), 6.28 (s, 1H), 7.06 (d, J=7.3 Hz, 2H), 7.15 (t, J=6.8 Hz, 1H), 7.30-7.38 (m, 3H), 7.61 (t, J=7.4 Hz, 1H), 8.58 (d, J=4.0 Hz, 1H); MS (ESI) m/z 320.7 (M+1)+.

Provenance & Evidence