HCID 86706464, compound → HCID 86706463, compound

Participants

Reaction Steps

To a solution of (S)-benzyl 3-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazolo[3,4-d]pyrimidin-4-yloxy)piperidine-1-carboxylate (200 mg, 0.41 mmol) in EtOH (10 mL) was added 10% Pd/C (40 mg) and the solution was placed under an atomsphere of hydrogen (1 psi). The reaction mixture was purged with nitrogen and filtered through a Celite pad, and the filtrate was evaporated in vacuo to give (115 mg, 79%) the titled compound which was used without further purification. 1H NMR (400 MHz, DMSO-d6): δ 8.63 and 8.60 (2s, 1H), 8.31-8.21 (2s, 1H), 5.72 and 5.70 (2s, 2H), 5.38-5.22 (m, 1H), 3.63-3.59 (m, 2H), 3.21-3.07 (m, 1H), 2.81-2.63 (m, 2H), 2.23-2.01 (m, 2H), 1.79-1.61 (m, 2H), 1.58-1.45 (m, 2H), 0.85 (t, J=6.4 Hz, 2H), −0.91 (s, 9H). LC-MS: m/z [M+1]=350.

Provenance & Evidence