1,4-Cyclohexadiene → 4-(6-Amino-1-methyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-2-fluoro-phenol

Participants

Reaction Conditions

Reaction Steps

3-(4-Benzyloxy-3-fluoro-phenyl)-1-methyl-1H-pyrazolo[3,4-d]pyrimidin-6-ylamine (Example 35) (0.52 g, 1.49 mmol) is suspended in a mixture of EtOH and AcOH (5:1, 120 ml). The reaction mixture is degassed with argon before the addition of 10% palladium on activated charcoal (0.50 g) and 1,4-cyclohexadiene (1.4 ml, 14.88 mmol). The reaction mixture is heated at 80° C. overnight and filtered hot through Celite® (filter agent) washing copiously with MeOH (˜300 ml). The solvents are removed in vacuo and the resulting residue is triturated with EtOAc (˜20 ml) to afford the title compound as a white solid.

Provenance & Evidence