Hydrochloric Acid → HCID 86610168, compound

Participants

Reaction Conditions

Reaction Steps

A Biotage microwave vial was charged with intermediate (5R,7S)-1-(3-fluorophenyl)-8-(3-iodobenzyl)-7-methyl-4-(methylamino)-1,3,8-triazaspiro[4.5]dec-3-en-2-one (60 mg, 0.118 mmol) from step 3 above, PdCl2dppf (4.3 mg, 0.01 mmol) and 2-tolylboronic acid (21 mg, 0.15 mmol). The vial was sealed and put under a nitrogen atmosphere. To the solids was added aqueous 1.5M K2CO3 (0.24 mL, 0.35 mmol) and degassed THF (0.7 mL). The mixture was briefly vortexed and heated in an Optimizer microwave for 5 min. at 120° C. The reaction enclosure was removed and the reaction diluted with EtOAc and water. The organic layer was washed with brine, dried over Na2SO4 and the solvent removed under reduce pressure. Purification over silica via automated flash chromatography (0 to 10% MeOH/CH2Cl2) afforded, after solvent removal under reduced pressure, the product as a white solid. The salt was prepared by mixing the free base with ethereal HCl and evaporating to give the product as a solid.

Provenance & Evidence