Hydrochloric Acid → 1-{5-[6-(3-Methylamino-propylamino)-imidazo[1,2-b]pyridazin-3-yl]-thiophen-2-yl}-ethanone diacetate

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Reaction Steps

Prepared as in example 5.6.3 from 1-[5-(6-fluoro-imidazo[1,2-b]pyridazine-3-yl)-thiophen-2-yl]-ethanone (50 mg, 0.2 mmol) and N-(3-aminopropyl)-N-methylcarbamic acid tert-butyl ester [150349-36-3] (72 mg, 0.4 mmol) and deprotected with anhydrous HCl in methanol. Purification by preparative RP-HPLC provided 1-{5-[6-(3-methylamino-propylamino)-imidazo[1,2-b]pyridazin-3-yl]-thiophen-2-yl}-ethanone diacetate as a yellow solid. 1H NMR (400 MHz, METHANOL-d4) δ ppm 1.92-1.96 (m, 5H) 2.24 (t, J=7.45 Hz, 1H) 2.62 (s, 2H) 2.80 (s, 2H) 3.23-3.31 (m, 2H) 3.61 (t, J=7.33 Hz, 1H) 6.79 (d, J=9.60 Hz, 1H) 7.70-7.74 (m, 1H) 7.92 (d, J=4.04 Hz, 1H) 8.06 (br. s., 1H). LRMS (ESI) m/z 330.1 [(M+H)]+, calc'd for C16H19N5OS: 329.43.

Provenance & Evidence