Potassium Iodide → HCID 66599453, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 5-bromo-1-(2-chloroethyl)-1H-indazole (500 mg, 1.93 mmol), potassium iodide (1.28 mg, 7.71 mmol) and morpholine (1.0 mL, 12 mmol) in NMP (3 mL) in a sealed vial was heated at 70° C. overnight. Preparative HPLC (100×30 mm Luna C18 column, Solvent A=10% Methanol, 90% H2O, 0.1% TFA; Solvent B=90% Methanol, 10% H2O, 0.1% TFA, elution gradient of 0 to 60% B over 20 min at 42 mL/min) afforded 4-(2-(5-bromo-1H-indazol-1-yl)ethyl)morpholine (549 mg, 1.77 mmol, 92% yield) as a solid. MS (ESI) m/z 311.98 (M+H). 1H NMR (500 MHz, chloroform-d) δ ppm 7.89 (1H, s), 7.81 (1H, s), 7.38-7.42 (1H, m), 7.29 (1H, d, J=8.85 Hz), 4.44 (2H, t, J=6.87 Hz), 3.58-3.63 (4H, m), 2.82 (2H, t, J=6.87 Hz), 2.41-2.48 (4H, m).

Provenance & Evidence