4-Amino-2-chloro-5-methylpyrimidine synthesis

Yield:-

Reaction Conditions:

with ammonia;N-ethyl-N,N-diisopropylamine in 1,4-dioxane;water at 100; for 0.25 h;Irradiation;CEM discover microwave at 100W;

Steps:

20.a; 21.a a) 2-Chloro-5-methyl-4-pyrimidinamine & 4-chloro-5-methyl-2-pyrimidinamine
2,4-dichloro-5-methylpyrimidine (2.6g), Hunigs base (2. 8ML) and aqueous ammonia (4ml) in dioxane (4ml) were irradiated in a CEM discover microwave at 100 C/100W for 15MIN. The resultant mixture was shaken between isohexane and sat. aq. sodium hydrogen carbonate. The insoluble white solid was filtered off and dried in vacuo to give a mixture of the sub-title compounds (2g). 2-chloro-5-methyl-4-pyrimidinamine: Major (85%) LH NMR 6 (DMSO) 7.82 (s, LH), 7.21 (s, 2H), 1.94 (s, 3H) 4-CHLORO-5-METHYL-2-PYRIMIDINAMINE : Minor (15%) H NMR 8 (DMSO) 8.13 (s, lH), 6.83 (s, 2H), 2.07 (s, 3H)

References:

ASTRAZENECA AB WO2004/74278, 2004, A1 Location in patent:Page 31-33