2-chloro-5-ethyl-N-(4-fluorophenyl)-6-methylpyrimidin-4-amine → 5-ethyl-N4-(4-fluorophenyl)-6-methyl-N2-(pyridin-2-ylmethyl)pyrimidine-2,4-diamine

Participants

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 2-chloro-5-ethyl-N-(4-fluorophenyl)-6-methylpyrimidin-4-amine (Step A) instead of 2-chloro-N-cyclohexyl-5,6-dimethylpyrimidin-4-amine. The product 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 light-grey solid. 1H NMR (300 MHz, methanol-d4) δ ppm 1.09-1.20 (m, 3H), 2.25-2.35 (m, 3H), 2.52-2.62 (m, 2H), 4.57 (bs, 2H), 6.80-6.88 (m, 2H), 7.20-7.36 (m, 4H) 7.65-7.76 (m, 1H) 8.50 (bm, 1H); MS (ESI) m/z 338.8 (M+1)+.

Provenance & Evidence