Sodium Hydroxide → 1-(Pyridin-2-yl)piperidine-4-carboxylic acid

Participants

Reaction Steps

Sodium hydroxide solution (5M, 24.8 ml, 0.12 mol) was added drop wise to a solution of 3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-carboxylic acid ethyl ester (5.8 g, 24 mmol) (see reference Farmaco, 1993, 48(10), 1439) in 1,4-dioxane (100 mL). The mixture was stirred at room temperature for 72 hours and then evaporated under reduced pressure. The residue was purified by ion exchange chromatography on Dowex® 50 WX8 resin using methanol:0.88 ammonia:water as eluant (gradient from 0:0:100 to 0:5:95 to 5:5:90). The material obtained was triturated with diethyl ether to give the title compound (4.42 g); LCMS: m/z ES+ 288 [M+H]+

Provenance & Evidence