Sodium Carbonate → HCID 58529337, compound

Participants

Reaction Steps

To a solution of 7-(4-amino-5-bromo-pyrrolo[2,1-f][1,2,4]triazin-7-yl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester (1.2 g, 2.7 mmol) in DMF (20 mL), 2-benzyl- was added 6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-2H-indazole (1.4 g, 4.3 mmol), Pd(dppf)Cl2 (311 mg, 0.27 mmol) and 2 N Na2CO3 solution (12 mL). The mixture was degassed with N2 for 20 min. The reaction was irradiated in a microwave reactor at 150° C. for 10 min. After cooling, the mixture was partitioned between EtOAc and H2O, The organic layer was separated and dried over Na2SO4. Biotage® chromatography (50-100% EtOAc/hexane) provided the title product as off white solid, 1.1 g (71%). 1H NMR (300 MHz, DMSO-d6) δ 8.60 (s, 1 H), 8.05 (d, 2 H), 8.0 (s, 1 H), 7.90 (d, 1 H), 7.70 (s, 1 H), 7.60-7.40 (m, 7 H), 7.25 (d, 1 H), 7.20 (s, 1 H), 5.70 (s, 2 H), 4.6 (m, 2 H), 3.6 (m, 2 H), 2.80 (m, 2 H), 1.4 (m, 9 H); ES-MS m/z 572.24 [M+H]+, HPLC RT (min) 3.44.

Provenance & Evidence