Hydrochloric Acid → (S)-N6, 3-dimethyl-N6-(1-phenylethyl)-[1,2,4]triazolo[4,3-b]pyridazine-6,8-diamine

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Reaction Steps

To a solution of compound (S)-tert-butyl 3-methyl-6-(methyl(1-phenylethyl)amino)-[1,2,4]triazolo[4,3-b]pyridazin-8-ylcarbamate (55 mg) in THF (10 mL) was added 6 N HCl (2 mL) dropwise under ice bath and then stirred at room temperature for 2 hrs. The mixture was quenched by saturated aqueous sodium bicarbonate solution (30 mL) and extracted with EA (20 mL×3). The combined organic layers were dried over Na2SO4, concentrated in vacuum to give product (S)-N6, 3-dimethyl-N6-(1-phenylethyl)-[1,2,4]triazolo[4,3-b]pyridazine-6,8-diamine (Compound 6) as a yellow solid (30 mg, 73.9%). 1H NMR (300 MHz, CD3OD) δ: 7.22˜7.25 (m, 4H), 7.15˜7.18 (m, 1H), 6.30 (s, 12H), 5.69˜5.72 (q, 1H), 2.79 (s, 3H), 2.68 (s, 3H),1.53 (d, 3H, J=4.8 Hz). LRMS (M+H+) m/z: calcd 283; found 283.

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