Cyanogen Bromide → HCID 86638752, compound

Participants

Reaction Steps

A solution of 2-[4-(methylsulfonyl)phenyl]-5-[(4-piperidinylmethyl)oxy]pyridine (346 mg, 1 mmol) in MeOH (20 mL) was treated with NaOAc (574 mg, 7 mmol) then was warmed and stirred for 30 min. The suspension was then treated with a solution of cyanogen bromide (318 mg, 3 mmol) in CH2Cl2 (1.5 mL) at 0° C. The mixture was stirred and allowed to warm to room temperature overnight. The mixture was filtered, washed with MeOH and CH2Cl2, and the material was purified by chromatography on a silica gel column using 0 to 100% CH2Cl2/EtOAc, then 2.5% MeOH/CH2Cl2 to afford (4-[({6-[4-(methylsulfonyl)phenyl]-3-pyridinyl}oxy)methyl]-1-piperidinecarbonitrile (250 mg, 61%).

Provenance & Evidence