2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl → HCID 67284882, compound

Participants

Reaction Steps

Prepared according to procedure Y by stirring 4-chloro-5,7-difluoro-3-methyl-2-(5-methylpyridin-3-yl)quinoline (40 mg, 0.131 mmol), 4-(3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-b]pyridin-6-yl)morpholine (30.6 mg, 0.131 mmol), Pd2dba3 (12.0 mg, 0.013 mmol), XPhos (12.5 mg, 0.026 mmol), sodium tert-butoxide (38 mg, 0.394 mmol), and toluene (1.3 mL) at 105° C. for 2 h. Purification by reverse-phase HPLC (0-60% acetonitrile in water) gave 4-(3,3-dimethyl-6-(4-morpholinyl)-2,3-dihydro-1H-pyrrolo[3,2-b]pyridin-1-yl)-5,7-difluoro-3-methyl-2-(5-methyl-3-pyridinyl)quinoline. 1H NMR (400 MHz, chloroform-d) δ ppm 8.65-8.72 (1H, m), 8.58-8.61 (1H, m), 7.81-7.84 (1H, m), 7.67-7.72 (1H, m), 7.54-7.57 (1H, m), 7.01-7.08 (1H, m), 5.79-5.82 (1H, m), 3.85-3.92 (1H, m), 3.69-3.82 (5H, m), 3.01-3.08 (4H, m), 2.48 (3H, s), 2.32-2.38 (3H, m), 1.67 (3H, br. s.), 1.60 (3H, br. s.). Mass Spectrum (ESI) m/e=502.2 (M+1).

Provenance & Evidence