Sodium Carbonate → HCID 60198101, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (6-amino-5-(1-oxo-1,2,3,4-tetrahydroisoquinolin-6-yl)pyridin-3-yl)boronic acid (291 mg, 1.02 mmol), 5-bromo-N-ethylthiophene-2-sulfonamide (278 mg, 1.02 mmol), and PdCl2(PPh3)2 (35 mg, 0.05 mmol) in n-BuOH (3 mL) was treated with 2.0 M aq. Na2CO3 solution (1 mL) then microwave heated at 140° C. for 6 min. The reaction was then filtered, and purified by HPLC to provide 5-(6-amino-5-(1-oxo-1,2,3,4-tetrahydroisoquinolin-6-yl)pyridin-3-yl)-N-ethylthiophene-2-sulfonamide as a white solid after preparatory HPLC purification. 1H NMR (300 MHz, MeOH) δ ppm 8.31 (d, J=2.3 Hz, 1H), 8.07 (d, J=8.0 Hz, 1 H), 7.72 (d, J=2.3 Hz, 1H), 7.54 (dd, J=3.8, 2.1 Hz, 1H), 7.52 (d, J=1.7 Hz, 1H), 7.48 (s, 1 H), 7.34 (d, J=3.8 Hz, 1H), 3.57 (dd, J=13.4, 6.5 Hz, 1H), 2.93-3.15 (m, 2H), 1.85-2.03 (m, 3H), 1.13 (dd, J=14.5, 7.2 Hz, 3H); MS (EI) m/z: 429 [M+H]+.

Provenance & Evidence