Reaktion #91402

Reaktionsgleichung

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

tetrahydro-2H-pyran-4-amine

→

titled compound

5,6-dimethyl-N2-(pyridin-2-ylmethyl)-N4-(tetrahydro-2H-pyran-4-yl)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 tetrahydro-2H-pyran-4-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 light-yellow solid. 1H NMR (300 MHz, DMSO-d6) δ ppm 1.39 (bs, 2H), 1.52 (bs, 2H), 1.79 (d, J=16.39 Hz, 3H), 2.06 (d, J=8.87 Hz, 3H), 3.17 (d, J=11.01 Hz, 2H), 3.74 (d, 2H), 3.85 (bs, 1H), 4.44 (d, J=6.18 Hz, 2H), 5.81 (d, J=7.52 Hz, 1H), 6.73 (s, 1H), 7.12-7.16 (m, 1H), 7.23 (d, J=7.79 Hz, 1H), 7.65 (t, J=7.66 Hz, 1H), 8.45 (d, J=4.84 Hz, 1H); MS (ESI) m/z 314.4 (M+1)+.

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