Sodium Carbonate → 4-(3,3-dimethyl-6-(1H-pyrazol-4-yl)-2,3-dihydro-1H-pyrrolo-[3,2-b]pyridin-1-yl)-7-fluoro-3-methyl-2-(2-pyridinyl)quinoline

Participants

Reaction Conditions

Reaction Steps

Prepared according to procedure P using 1-(7-fluoro-3-methyl-2-(pyridin-2-yl)-quinolin-4-yl)-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-b]pyridin-6-ylboronic acid (60 mg, 0.14 mmol), 4-bromopyrazole (21 mg, 0.14 mmol), PdCl2(PPh3)2 (9.8 mg, 0.014 mmol), sodium carbonate (29.7 mg, 0.28 mmol) and heating in the microwave for 1 h at 120° C. After purification 4-(3,3-dimethyl-6-(1H-pyrazol-4-yl)-2,3-dihydro-1H-pyrrolo[3,2-b]pyridin-1-yl)-7-fluoro-3-methyl-2-(2-pyridinyl)quinoline was obtained as a yellow film. 1H NMR (400 MHz, chloroform-d) δ ppm 8.71-8.79 (1H, m), 8.10-8.17 (1H, m), 7.78-7.97 (4H, m), 7.69-7.75 (2H, m), 7.38-7.45 (1H, m), 7.30-7.37 (1H, m), 6.34 (1H, quin, J=2.2 Hz), 3.83-3.93 (2H, m), 2.33-2.46 (3H, m), 1.63-1.70 (3H, m), 1.56-1.62 (3H, m). Mass Spectrum (ESI) m/e=451 (M+1).

Provenance & Evidence