C([O:3][C:4]([C:6]1[C:7]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[Br:20])=[N:8][C:9]([S:12][CH3:13])=[N:10][CH:11]=1)=[O:5])C.O.C(Cl)Cl.Cl>C(O)C>[Br:20][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=1[C:7]1[C:6]([C:4]([OH:5])=[O:3])=[CH:11][N:10]=[C:9]([S:12][CH3:13])[N:8]=1To a solution of 5.10 g (14.4 mmol) 4-(2-bromo-phenyl)-2-methylsulfanyl-pyrimidine-5-carboxylic acid ethyl ester in 10 ml ethanol 10 ml 2N NaOH-solution were added. After stirring for 1 hr. 50 ml H2O and 50 ml CH2Cl2 were added to the yellow solution.The pH of the aqueous phase was adjusted to 1 with 25% HCl the phases separated and the aqueous phase extracted twice with 200 ml CH2Cl2. The combined organic layers were dried (MgSO4), filtrated and evaporated to give 4.60 g (98%) 4-(2-bromo-phenyl)-2-methylsulfanyl-pyrimidine-5-carboxylic acid as a off-white solid.
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