Sodium Carbonate → 4-(1-(7-Fluoro-3-methyl-2-(2-pyridinyl)-4-quinolinyl)-3,3-dimethyl-2,3-dihydro-1h-indol-6-yl)-2-pyrimidinamine

Participants

Reaction Conditions

Reaction Steps

Prepared according to procedure P using 4-(3,3-dimethyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indolin-1-yl)-7-fluoro-3-methyl-2-(pyridin-2-yl)quinoline (75 mg, 0.147 mmol), PdCl2(PPh3)2 (10.33 mg, 0.015 mmol), 2-amine-4-chloropyrimidine (21.0 mg, 0.162 mmol) and sodium carbonate (26.5 mg, 0.442 mmol) in 1,4-dioxane (2.0 mL) and water (0.7 mL) and heating in the microwave for 1 h at 120° C. After purification 4-(1-(7-fluoro-3-methyl-2-(2-pyridinyl)-4-quinolinyl)-3,3-dimethyl-2,3-dihydro-1H-indol-6-yl)-2-pyrimidinamine was obtained as a yellow film. 1H NMR (400 MHz, chloroform-d) δ ppm 8.66-8.83 (1H, m), 8.17 (1H, d, J=5.5 Hz), 7.79-7.99 (4H, m), 7.36-7.48 (2H, m), 7.26-7.29 (2H, m), 6.87 (1H, d, J=5.5 Hz), 6.62 (1H, d, J=1.6 Hz), 5.43 (2H, br. s.), 3.82 (2H, s), 2.29-2.44 (3H, m), 1.58 (3H, s), 1.52 (3H, s). Mass Spectrum (ESI) m/e=477 (M+1).

Provenance & Evidence