Hydrochloric Acid → 2-[3-Methoxy-4-(piperidin-4-yloxy)-phenyl]-5-(6-methoxy-pyridin-3-yl)-imidazo[2,1-b][1,3,4]thiadiazole

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Reaction Steps

4-{2-Methoxy-4-[5-(6-methoxy-pyridin-3-yl)-imidazo[2,1-b][1,3,4]thiadiazol-2-yl]-phenoxy}-piperidine-1-carboxylic acid tert-butyl ester (11 mg; 0.0204 mmol; 1 eq) was dissolved in anhydrous DCM (1 ml) and 4M HCl (0.051 ml, 0.204 mmol, 10 eq) was added. The reaction mixture was stirred at RT for 2 h. The excess of acid was co-evaporated with DCM (×3) to give the desired product (9 mg, 100%) as a white solid. HPLC-MS (5-100% B in 8 min at 0.8 mL): tR=3.24 min, [M+H]+ m/z 438.2; 1H NMR (300 MHz, MeOD) δ 8.98 (s, 1H), 8.54 (m, 1H), 8.25 (m, 1H), 7.66 (m, 2H), 7.28 (m, 2H), 4.76 (m, 1H), 4.10 (s, 3H), 3.94 (s, 3H), 3.45 (m, 2H), 3.21 (m, 2H), 2.17 (m, 4H).

Provenance & Evidence