Sodium Carbonate → HCID 57980113, compound

Participants

Reaction Steps

Procedure WW: To a stirred solution of (4-Bromo-2,6-difluoro-phenyl)-((S)-2-pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-methanone (100 mg, 0.268 mmol), sodium carbonate (85 mg, 0.802 mmol) and 3-pyridine boronic acid (164 mg, 1.34 mmol) in toluene (5 ml), water (1 ml) and ethanol (1.5 ml) under nitrogen is added Tetrakis (triphenylphosphine) palladium (0) (31.0 mg, 0.027 mmol). The reaction is heated at reflux for 48 h. The reaction is allowed to cool and bound to a SCX-2 cartridge (10 g). The cartridge is washed with one cartridge volume of dimethylformamide and two volumes of methanol. The product is eluted using 2M ammonia in methanol. The ammonia/methanol solution is evaporated on a Genevac HT4. The sample is further purified by prep-LCMS. The resulting acetonitrile/water fractions are combined and evaporated using a Genevac to give 2.2 mg of a colourless oil (2%). MS (ES+) 372.2 m/z

Provenance & Evidence