Ammonium Hydroxide → 1-(1-benzyl-4-piperidinyl)-3-bromo-1H-pyrazolo[3,4-d]pyrimidin-4-amine

Participants

Reaction Conditions

Reaction Steps

1-(1-benzyl-4-piperidinyl)-3-bromo-4-chloro-1H-pyrazolo[3,4-d]pyrimidine (Intermediate C) (9 g, 61% purity) was mixed with dioxane (100 ml) and ammonium hydroxide (100 ml) in a pressure vessel. The mixture was heated to 120° C. overnight. Solvent was removed and the residue was purified via flash column chromatography using ethyl acetate as the mobile phase to give 1-(1-benzyl-4-piperidinyl)-3-bromo-1H-pyrazolo[3,4-d]pyrimidin-4-amine. 1H NMR (CDCl3) 1.94(d, J=11.23 Hz, 2H), 2.21 (m, 2H), 2.35 (m, 2H), 3.04(d, J=11.48 Hz), 3.57(s, 2H), 4.71(m, 1H), 5.98(s, 2H), 7.34(m, 5H), 8.33(s, 1H); LC/MS (MH+=389).

Provenance & Evidence