was stirred under argon at rt for 5 hrs the reaction was neutralized with 1 n hcl solution solvent was removed to give pale solid of intermediate 1 810 mg 100 yield which was used without further purification lcms esi m z 219 0 m h 1 h nmr 400 mhz dmso d 6 u03b4 7 91 br s 2h 7 54 br s 1h 7 43 br s 2h 3 84 s 3h intermediate 2 was synthesized by following a similar route to intermediate 1 using methyl 4 bromo 2 methoxybenzoate in step 1a lcms esi m z 219 1 m h intermediate 3 was synthesized by following a similar route to intermediate 1 using 3 methyl 4 4 4 5 5 tetramethyl 1 3 2 dioxaborolan 2 yl 1h pyrazole in step 1a lcms esi m z 233 0 m h to a solution of intermediate 1 20 mg 0 092 mmol in dmf 1 ml were added 3 methoxyphenyl methanamine 25 1 mg 0 183 mmol diea 0 016 ml 0 092 mmol and hatu 41 8 mg 0 110 mmol at rt the reaction was stirred under argon at rt for 1 h the crude product was purified by reverse phase preparative hplc to afford 15 1 mg 48 of example 1 lcms esi m z 338 10 m h 1 h nmr 500 mhz dmso d 6 u03b4 12 99 br s 1h 9 02 br s 1h 8 41 7 96 m 2h 7 73 d.