Reaktion #91378

ord-a62da2b091d0470baad433db2f5db95c

Reaktionsgleichung

Cc1nc(NCc2ccccn2)nc(NC2CCCCC2)c1C.Cl
N4-cyclohexyl-5,6-dimethyl-N2-(pyridin-2-ylmethyl)pyrimidine-2,4-diamine
Cc1nc(NCc2ccccn2)nc(NC2CCCCC2)c1C.Cl
N4-cyclohexyl-5,6-dimethyl-N2-(pyridin-2-ylmethyl)pyrimidine-2,4-diamine hydrochloride
NCc1ccc(F)cc1
(4-fluorobenzyl)amine
Cc1nc(NCc2ccc(F)cc2)nc(NC2CCCCC2)c1C
titled compound
Cc1nc(NCc2ccc(F)cc2)nc(NC2CCCCC2)c1C
N4-cyclohexyl-N2-(4-fluorobenzyl)-5,6-dimethylpyrimidine-2,4-diamine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe titled compound was synthesized
  2. 2
    SonstigeThe product 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 general procedure described for preparation of N4-cyclohexyl-5,6-dimethyl-N2-(pyridin-2-ylmethyl)pyrimidine-2,4-diamine (Example 1) using (4-fluorobenzyl)amine instead of (pyridin-2-ylmethyl)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 white solid. 1H NMR (300 MHz, DMSO-d6) δ ppm 1.03-1.10 (m, 1H), 1.20-1.34 (m, 2H), 1.59 (s, 1H), 1.68 (t, J=12.22 Hz, 4H), 1.87 (s, 3H), 2.23 (s, 3H), 3.86 (d, J=8.87 Hz, 1H), 4.52 (d, J=5.37 Hz, 2H), 7.14 (t, J=8.60 Hz, 2H), 7.33-7.38 (m, 2H), 7.57 (d, J=7.52 Hz, 1H), 8.10 (s, 1H), 12.78 (bs, 1H); MS (ESI) m/z 329.2 (M+1)+.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09447051B2uspto-grants-2016_09