4-(4-benzyloxy-phenoxy)-1H-pyrrolo[2,3-b]pyridine → 4-(1H-Pyrrolo[2,3-b]pyridin-4-yloxy)phenol

Participants

Reaction Steps

4-(4-Benzyloxy-phenoxy)-1H-pyrrolo[2,3-b]pyridine (Step a, 9.0 g, 28.4 mmol, 1.0 eq.) was suspended into MeOH (200 mL) and the atmosphere was replaced by argon. 10% Pd/C (3 g total), was added and the argon was replaced by a H2 atmosphere. The mixture was stirred for 16 h at 60 psi at RT (using Parr shaker). The reaction showed about 50% conversion to product (monitored by HPLC). More 10% Pd/C was added and reacted another 16 h at 60 psi. More 10% Pd/C was added and reacted another 16 h at 60 psi. TLC showed reaction done. The Pd/C was filtered, the MeOH removed and the obtained 4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)phenol was used crude in the next step.

Provenance & Evidence