Triethylamine → HCID 66731982, compound

Participants

Reaction Steps

Crude dimethyl 2-(6-(trifluoromethyl)pyridin-3-yl)piperidine-1,4-dicarboxylate (2.9 g, 8.38 mmol) was dissolved in acetonitrile (35 mL) and water (0.700 mL), then lithium bromide (2.91 g, 33.50 mmol) was added. Et3N (2.334 mL, 16.75 mmol) was added and the resulting yellow suspension was heated under reflux for 1 h. Water (100 mL) and MTBE (150 mL) were added. The phases were separated and the organic layer was extracted with water (2 times). The pooled water layers were acidified to pH 1 with 3.8 M HCl and extracted into MTBE (2 times). The combined organic layer was dried over Na2SO4, filtered and evaporated yielding crude 1-(methoxycarbonyl)-2-(6-(trifluoromethyl)pyridin-3-yl)piperidine-4-carboxylic acid (2.5 g, 90%) as a slightly yellow solid. MS m/z 333 (M+H)+

Provenance & Evidence