Reaktion #91420

Reaktionsgleichung

N4-cyclopentyl-5,6-dimethyl-N2-(pyridin-2-ylmethyl)pyrimidine-2,4-diamine

aniline

→

titled compound

5,6-dimethyl-N4-phenyl-N2-(pyridin-2-ylmethyl)pyrimidine-2,4-diamine

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe titled compound was synthesized
2. 2
   SonstigeThe crude material was purified by column chromatography
3. 3
   Wascheneluting with mixture of chloroform/ethanol/20% water solution of ammonia (200:10:1)
4. 4
   Waschenthe final product was washed with diethyl ether

Vorschrift

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 aniline 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 light-grey solid. 1H NMR (300 MHz, DMSO-d6) δ ppm 2.03 (s, 3H), 2.19 (s, 3H), 4.48 (d, J=5.8 Hz, 2H), 6.88 (t, J=7.5 Hz, 1H), 6.95 (bs, 1H), 7.11 (bs, 2H), 7.20 (t, J=6.2 Hz, 1H), 7.26 (d, J=7.8 Hz, 1H), 7.52 (bs, 2H), 7.69 (t, J=6.9 Hz, 1H), 7.90 (s, 1H), 8.51 (d, J=4.3 Hz, 1H); MS (ESI) m/z 306.1 (M+1)+.

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