2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl → HCID 67285557, compound

Participants

Reaction Steps

Prepared according to procedure Y by stirring 4-chloro-5,7-difluoro-2-(5-fluoropyridin-3-yl)-3-methylquinoline (50 mg, 0.162 mmol), 4-(3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-b]pyridin-6-yl)morpholine (37.8 mg, 0.162 mmol), Pd2dba3 (22.3 mg, 0.024 mmol), XPhos (23.2 mg, 0.049 mmol), sodium tert-butoxide (47 mg, 0.486 mmol), and toluene (1.6 mL) at 100° C. for 2 h. Purification by reverse-phase HPLC (0-70% 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-2-(5-fluoro-3-pyridinyl)-3-methylquinoline. 1H NMR (400 MHz, chloroform-d) δ ppm 8.69-8.76 (1H, m), 8.62 (1H, d, J=2.7 Hz), 7.74-7.80 (1H, m), 7.65-7.70 (1H, m), 7.59-7.62 (1H, m), 7.04 (1H, ddd, J=11.7, 8.9, 2.5 Hz), 5.75 (1H, d, J=2.3 Hz), 3.84-3.88 (1H, m), 3.70-3.81 (5H, m), 2.97-3.06 (4H, m), 2.36 (3H, s), 1.58 (3H, s), 1.47-1.55 (3H, m). Mass Spectrum (ESI) m/e=506.0 (M+1).

Provenance & Evidence