3-Chloroaniline → HCID 71738748, 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 (3-chlorophenyl)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, DMSO-d6) δ ppm 2.03 (s, 3H), 2.20 (s, 3H), 4.51 (d, J=3.0 Hz, 2H), 6.91 (d, J=6.8 Hz, 1H), 7.02-7.15 (m, 2H), 7.20 (t, J=6.4 Hz, 1H), 7.26 (d, J=8.1 Hz, 1H), 7.55 (bs, 1H), 7.69 (t, J=7.9 Hz, 1H), 7.78 (s, 1H), 8.10 (s, 1H), 8.49 (d, J=3.8 Hz, 1H); MS (ESI) m/z 340.1 (M+1)+.

Provenance & Evidence