Potassium Carbonate → HCID 44555792, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 1-(7-bromo-4-methoxy-1H-pyrrolo[2,3-c]pyridin-3-yl)-2-(5-(pyridin-2-yl)-3,4-dihydroisoquinolin-2(1H)-yl)ethane-1,2-dione (100 mg, 0.204 mmol), 3-(1,1-difluoroethyl)-1H-1,2,4-triazole (54.2 mg, 0.407 mmol), (1R,2S)-N1,N2-dimethylcyclohexane-1,2-diamine (5.79 mg, 0.041 mmol), K2CO3 (84 mg, 0.611 mmol) and copper (I) iodide (19.38 mg, 0.102 mmol) in dioxane (1 mL) was heated at 100° C. for 8 hours. LCMS indicated the formation of desired product. The reaction mixture was filtered and the clear solution purified by prep. HPLC to give 1-(7-(3-(1,1-difluoroethyl)-1H-1,2,4-triazol-1-yl)-4-methoxy-1H-pyrrolo[2,3-c]pyridin-3-yl)-2-(5-(pyridin-2-yl)-3,4-dihydroisoquinolin-2(1H)-yl)ethane-1,2-dione as white solid (53.4 mg, 47%). LCMS: m/e 543.97 (M+H)+, 1.56 min (method 2). 1H NMR (500 MHz, MeOD) δ ppm 2.13-2.33 (m, 3H) 2.85-3.09 (m, 2H) 3.72-4.04 (m, 5H) 4.93-5.11 (m, 2H) 7.30-7.67 (m, 3H) 7.82-8.08 (m, 3H) 8.33-8.57 (m, 2H) 8.75-8.93 (m, 1H) 9.43 (s, 1H).

Provenance & Evidence