Potassium Carbonate → HCID 86669450, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (4-formylphenyl)boronic acid (31.7 mg, 0.212 mmol), (cis)-1-acetyl-6-bromo-2-ethyl-N-phenyl-1,2,3,4-tetrahydro-4-quinolinamine (for a preparation see intermediate 90) (79 mg, 0.212 mmol) and tetrakis(triphenylphosphine)palladium(0) (15 mg, 0.013 mmol) in 1,4-dioxane (1 mL) and water (0.5 mL) was treated with potassium carbonate (45 mg, 0.326 mmol) and the resulting mixture was stirred at 130° C. for 15 min under microwave irradiation then cooled to room temperature and concentrated in vacuovacuo. Purification of the residue by SP4 using a 25 G silica cartridge (gradient:0 to 100% AcOEt in Hexanes) gave 4-[(cis)-1-acetyl-2-ethyl-4-(phenylamino)-1,2,3,4-tetrahydro-6-quinolinyl]benzaldehyde (67.8 mg, 0.17 mmol, 80%) as a yellow oil.

Provenance & Evidence