Bromine → 3,3,3-Trifluoropropane-1-sulfonic acid 4-[1-(2-chloro-4-fluorophenyl)-3-methyl-4-oxo-5-piperidin-1-yl-4,5-Dihydro-1H-pyrrolo[3,2-c]pyridin-2-yl]phenyl ester

Participants

Reaction Steps

Bromine (39.0 mg, 0.244 mmol) dissolved in acetic acid (0.556 ml) was added to a solution of 4-[1-(2-chloro-4-fluorophenyl)-3-methyl-4-oxo-5-piperidin- 1-yl-4,5,6,7-tetrahydro-1H-pyrrolo[3,2-c]pyridin-2-yl]phenyl 3,3,3-trifluoropropane-1-sulfonate (75 mg, 0.122 mmol) (Example 3 ) in THF (3 ml) at −78° C. After 30 min at −78° C. the reaction mixture was allowed to reach rt. After 3 h at rt more bromine (19.5 mg, 0.122 mmol) dissolved in acetic acid (0.278 ml) was added and the reaction continued at rt for 5 h before the solvent was removed by evaporation. Purified by hplc to yield the title compound as a solid (22 mg, 29%).

Provenance & Evidence