Dichloromethane → HCID 136348999, compound

Participants

Reaction Conditions

Reaction Steps

A vial was charged with the hydrochloride salt of 4-[(3S)-1-azabicyclo[2.2.2]oct-3-ylamino]-3-(1H-benzimidazol-2-yl)-6-bromoquinolin-2(1H)-one (1.0 equivalent) and 4-methoxyphenyl boronic acid (1.3 equivalents). To this solution was added DME and 2 M aqueous Na2CO3 (10%). The mixture was degassed by bubbling argon through the solution for 5 minutes. Pd(dppf)2Cl2.CH2Cl2 (0.2 equivalents) was then added to the degassed solution. The mixture was heated at 90° C. for 16 hours, and the top organic layer was separated and filtered. The solvent was removed, and the residue was purified by reverse phase HPLC affording the desired product. MS m/z 492.6 (M+H).

Provenance & Evidence