Hydrochloric Acid → HCID 59511452, compound

Participants

Reaction Steps

To a solution of tert-butyl 4-(4-(4-methoxy-3-(2-oxo-2-(4-(1-(pyridin-2-yl)-1H-tetrazol-5-yl)piperazin-1-yl)acetyl)-1H-pyrrolo[2,3-c]pyridin-7-yl)phenyl)piperazine-1-carboxylate (250 mg, 0.360 mmol) in 1,4-dioxane (2 mL) was added 4N HCl in 1,4-dioxane (0.450 mL, 1.802 mmol) at room temperature, the mixture was stirred for 2 hours at room temperature. The reaction mixture was concentrated under reduced pressure. The resulting crude was purified by prep HPLC to give 1-(4-methoxy-7-(4-(piperazin-1-yl)phenyl)-1H-pyrrolo[2,3-c]pyridin-3-yl)-2-(4-(1-(pyridin-2-yl)-1H-tetrazol-5-yl)piperazin-1-yl)ethane-1,2-dione (200 mg, 93%) as white solid. LCMS: m/e 594.55 (M+H)+, ret time 1.76 min (method 4). 1H NMR (500 MHz, MeOD) δ ppm 3.42-3.48 (m, 4H) 3.50 (m, 2H) 3.54 (m, 2H) 3.64-3.70 (m, 4H) 3.71 (m, 2H) 3.90 (m, 2H) 4.16 (s, 3H) 7.36 (d, J=8.54 Hz, 2H) 7.63 (dd, J=7.17, 5.04 Hz, 1H) 7.82 (d, J=8.85 Hz, 2H) 7.90 (d, J=8.24 Hz, 1H) 8.04 (s, 1H) 8.17 (t, J=7.63 Hz, 1H) 8.63-8.75 (m, 2H).

Provenance & Evidence