Acetic Acid → 3-(2-Methoxyethoxy)-5-phenoxy-pyridine-2-ylamine

Participants

Reaction Conditions

Reaction Steps

3-Cyclopentyloxy-2-nitro-5-phenoxy-pyridine (0.46 mmol) is dissolved in acetic acid (1.5 ml). After addition of water (1.5 ml), zinc powder (6.2 eq.) is added and the reaction suspension is heated to 100° C. for 3 h. The reaction suspension is cooled to room temperature and filtrated. The filtrate is pored into 3.5% NaOH (30 ml) and extracted with dichloromethane. The combined organic layers are washed with brine, dried over MgSO4 and the solvent is removed in vacuo. 3-(2-Methoxyethoxy)-5-phenoxy-pyridine-2-ylamine is obtained as brown oil in a yield of 72%; HPLC (method C): 1.43 min; LC-MS (method A): 1.231 min, 271.15 (M+H+).

Provenance & Evidence