Ethyl Acetate → 1-(7-Fluoro-3-methyl-2-(pyridin-2-yl)quinolin-4-yl)-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-b]pyridine-6-carbonitrile

Participants

Reaction Steps

A stirred solution of 4-(6-bromo-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-b]-pyridin-1-yl)-7-fluoro-3-methyl-2-(pyridin-2-yl)quinoline (95 mg, 0.20 mmol), Pd2dba3 (56 mg, 0.06 mmol), XPhos (58 mg, 0.6 mmol) and cyanotributyltin (65 mg, 0.20 mmol) in dicyclohexylmethylamine (1.5 mL) and NMP (1.0 mL) was heated in the microwave at 150° C. After this time the reaction was treated with EtOAc (100 mL) and water (50 mL). The separated organic layer was dried over MgSO4, filtered and evaporated in vacuo. Reverse phase HPLC (10% to 60% acetonitrile in water) gave 1-(7-fluoro-3-methyl-2-(2-pyridinyl)-4-quinolinyl)-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-b]pyridine-6-carbonitrile. Mass Spectrum (ESI) m/e=410 (M+1).

Provenance & Evidence