methyl 2-bromo-3-(4-fluorophenyl)-3-oxopropanoate

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a stirring solution of methyl 2-bromo-3-(4-fluorophenyl)-3-oxopropanoate 78 (1 equiv, 1.15 g, 4.2 mmol) in MeCN at room temperature was added 4-methoxybenzo-thioamide 77 (1 equiv, 700 mg, 4.2 mmol) and the reaction mixture was stirred for 18 h. The solvent was evaporated and the residue purified by trituration with diethyl ether to afford methyl 4-(4-fluorophenyl)-2-(4-methoxyphenyl)thiazole-5-carboxylate 79 (320 mg, 22% yield). LRMS (ESI): (calc) 343.37 (found) 344.235 (MH+)+. The solvent was evaporated the residue purified by trituration with diethyl ether

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a solution of methyl 3-(4-fluorophenyl)-3-oxopropanoate 76 (1 equiv, 500 mg, 2.55 mmol) in DCM (17 mL) was added a solution of bromine (1.3 equiv, 530 mg, 3.31 mmol) in DCM (1.5 mL) in a drop wise manner at 0° C. The reaction mixture was stirred further for an additional 1 h and then treated with 10% aqueous K2CO3 (5 mL) solution. The organic phase was separated, dried over Na2SO4, filtered and concentrated under reduced pressure to afford methyl 2-bromo-3-(4-fluorophenyl)-3-oxopropanoate 78 (700 mg, 100% yield). LRMS (ESI): (calc) 273.96 (found) 275.108 (MH+)+. The organic phase was separated dried over Na2SO4 filtered concentrated under reduced pressure