Abstract A variety of 2-halo-5-thiazolecarboxylates was prepared from substituted-3- aminoacrylates and 3-ketoes-ters. Selective reduction of 2-chloro-5-thiazolecarboxylates 4a, 4i and 4j with sodium borohydride in ethanol provided the corresponding 2-halo-5- thiazolemethanols 27-29. Nucleophilic displacements on [2-chloro-4-(trifluoromethyl)-5- thiazolyl] methyl methanesulfonate (32c) occurred selectively at the 5-substituent to ...