50533-97-6

4-(Dimethylamino)piperidine is having molecular features associated with polyamine modulation of N-methyl-D-aspartate receptors. It is utilized as a mechanism for reducing the effects of alcohol dependence.

1-(tert-Butoxycarbonyl)-4-piperidone (998 mg, 4.75 mmol) in methanol (15 mL) was treated with dimethylamine hydrochloride (800 mg, 9.8 mmol) and sodium cyanoborohydride (270 mg, 4.3 mmol) at rt. After 4 days, concentrated HCl (10 mL) was added and volume of the reaction was reduced in vacuo. The resulting residue was dissolved in H2O (30 mL) and treated with a 2M NaOH solution to achieve a pH of 10. The aqueous solution was extracted with methylene chloride (3×20 mL) and the combined organics were dried over Na2SO4 and removed in vacuo. The resulting amine 106 (169 mg).

Incompatible with air, water, oxidizing agents and heat.