Hydrochloric Acid → HCID 178486395, compound

Participants

Reaction Steps

1,1-Dimethylethyl 4-{1-methyl-7-(methyloxy)-8-{[(1-methylpiperidin-4-yl)methyl]oxy}-3H-pyrazolo[3,4-c]isoquinolin-5-yl}phenyl carbonate trifluoroacetate (32 mg, 0.049 mmol) was taken into 4 N HCl in dioxane and the mixture was stirred for 1 h at rt. The reaction mixture was concentrated in vacuo. The resulting residue was dissolved in water, frozen, and lyophilized. 4-(1-methyl-7-(methyloxy)-8-{[(1-methylpiperidin-4-yl)methyl]oxy}-3H-pyrazolo[3,4-c]isoquinolin-5-yl)phenol hydrochloride was isolated as a solid (13.0 mg, 0.028 mmol, 57% yield). 1H NMR (400 MHz, DMSO-d6): δ9.71 (br m, 2H), 7.59 (d, 2H), 7.54 (d, 2H), 6.94 (m, 2H), 4.18 (d, 2H), 3.76 (s, 3H), 3.04-2.96 (m, 2H), 2.81 (s, 3H), 2.82-2.74 (m, 2H), 2.15 (m, 1H), 2.04 (br d, 2H), 1.67-1.61 (m, 2H); MS (EI) for C25H28N4O3: 433 (MH+).

Provenance & Evidence