1,10-Phenanthroline → HCID 67471171, compound

Participants

Reaction Steps

A mixture of INTERMEDIATE 1 (3.0 g, 8.29 mol), 2-bromopyrimidine (2.9 g, 18.24 mol) and Cs2CO3 (10.8 g, 33.2 mol) in toluene (90 mL) in a pressure vessel was degassed with a stream of nitrogen. CuI (1.58 g, 8.29 mol) and 1,10-phenanthroline (2.99 g, 16.58 mol) were added. The mixture was degassed again with nitrogen, capped and heaed at 120° C. for 1.5 h. The mixture was allowed to cool to room temperature, filtered through a plug of Celite™, and washed with EtOAc. The EtOAc was evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography using gradient elution (10% to 50% ACN-DCM) to give the title compound as an off-white solid. LC-MS m/z 440.14 [M+H]+.

Provenance & Evidence