Potassium Carbonate → HCID 86663057, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-bromo-7-(2-(2-chloroethoxy)acetamido)-5H-pyrido[3,2-b]indole-4-carboxamide (40 mg, 0.094 mmol) and potassium carbonate (27 mg, 0.20 mmol) in acetonitrile (2.5 mL) was stirred at 100° C. for 3 hr. The solvent was removed and 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, 10-60% B at 42 mL/min over 20 min) followed by SCX capture and release with 2 N NH3 in MeOH left 2-bromo-7-(3-oxomorpholino)-5H-pyrido[3,2-b]indole-4-carboxamide (30 mg, 0.073 mmol, 78% yield) as a yellow solid. MS (ESI) m/z 389.02 (M+H). 1H NMR (500 MHz, DMSO-d6) δ ppm 11.84 (1H, br. s.), 8.06-8.32 (1H, m), 7.89 (2H, br. s.), 7.52-7.76 (2H, m), 7.23 (1H, br. s.), 4.16-4.36 (2H, m), 3.94-4.13 (2H, m), 3.74-3.90 (2H, m).

Provenance & Evidence