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 → HCID 58026047, 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 (30 mg, 0.061 mmol), 3-(hydroxymethyl)-1H-1,2,4-triazol-1-ium chloride (18.15 mg, 0.183 mmol) and copper (11.64 mg, 0.183 mmol) in pyridine (1 mL) was heated at 145° C. for 2 hours, LCMS indicated no starting material remained. The reaction mixture was filtered and the clear solution purified by prep. HPLC to give 1-(7-chloro-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 a colorless oil (5.4 mg, 19%). LCMS: m/e 447.02 (M+H)+, 1.52 min (method 9). 1H NMR (500 MHz, MeOD) δ ppm 2.80-3.06 (m, 2H) 3.67-3.99 (m, 5H) 4.75-5.08 (m, 2H) 7.32-7.67 (m, 3H) 7.72-7.83 (m, 1H) 7.94-8.18 (m, 2H) 8.32-8.42 (m, 1H) 8.51-8.67 (m, 1H) 8.84-8.95 (m, 1H).

Provenance & Evidence