Nitrogen → HCID 67970839, compound

Participants

Reaction Conditions

Reaction Steps

tert-Butyl 2-bromo-9-methyl-5-oxo-5,7,8,9-tetrahydro-6H-pyrido[3′,4′:4,5]pyrrolo[2,3-b]pyridine-6-carboxylate (140 mg, 0.37 mmol), 4-benzyloxy pyridinone (74 mg, 0.37 mmol), and Cs2CO3 (132 mg, 0.41 mmol) were suspended in toluene (2 mL), and the air was removed under vacuum at −70° C. for 15 min. The system was flushed with N2, and trans-N,N′-dimethylcyclohexane-1,2-diamine (0.12 mL, 0.74 mmol) and copper iodide (140 mg, 0.74 mmol) were added to the suspension. The evacuation/N2 flushing process was repeated twice more, and the reaction mixture was heated at 105° C. for 18 h under N2. The mixture was cooled, diluted with 95:5 CH2Cl2/MeOH (12 mL), and washed with 2:1 brine/NH4OH (3×12 mL). The resulting organic solution was dried over Na2SO4, filtered, and concentrated to dryness under reduced pressure. The crude title compound was used in the next step without purification.

Provenance & Evidence