Hydrochloric Acid → N-(1-hydroxy-2-methylpropan-2-yl)-2-(6-methyl-1-(3-morpholinopropyl)-1H-indazol-3-yl)-5H-pyrrolo[3,2-b]pyrazine-7-carboxamide hydrochloride

Participants

Reaction Steps

To a stirred solution of N-(1-(tert-butyldimethylsilyloxy)-2-methylpropan-2-yl)-2-(6-methyl-1-(3-morpholinopropyl)-1H-indazol-3-yl)-5-trityl-5H-pyrrolo[3,2-b]pyrazine-7-carboxamide (95 mg, 0.112 mmol) in dioxane (40 mL) was bubbled HCl gas until saturation and then stirred at room temperature for 16 hours. Reaction mixture was concentrated and the residue was triturated with methanol (1 mL) then decanted and dried to afford N-(1-hydroxy-2-methylpropan-2-yl)-2-(6-methyl-1-(3-morpholinopropyl)-1H-indazol-3-yl)-5H-pyrrolo[3,2-b]pyrazine-7-carboxamide hydrochloride (42 mg, 71%) as a yellow solid. LCMS: (M+H)+=492; 1H NMR (300 MHz, DMSO+D2O): δ 9.14 (s, 1H), 8.44 (d, 1H, J=8.1 Hz), 8.36 (s, 1H), 7.59 (s, 1H), 7.17 (d, 1H, J=8.4 Hz), 4.59-4.56 (m, 2H), 4.03-3.99 (m, 2H), 3.78-3.75 (m, 4H), 3.43-3.18 (m, 6H), 2.54 (s, 3H), 2.36 (brs, 2H), 1.43 (s, 6H).

Provenance & Evidence