With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.710972-40-0,tert-Butyl 4-((2-methoxyethyl)amino)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.
111 { l-[2-(lH-Indazol-4-ylV4-morpholin-4-yl-thienor3,2-d”|pyrimidin-6-ylmethyl1- piperidin-4-vU-(2-methoxy-ethyl)-(2,2,2-trifluoro-ethyl)-amine. Via [l-(2-Chloro-4-mophiholin-4-yl-thieno[3,2-d]pyrimidin-6-ylmethyl)-piperidin-4- yl]-(2-methoxy-ethyl)-(2,2,2-trifluoro-ethyl)-amine, prepared from (2-methoxy- ethyl)-piperidin-4-yl-(2,2,2-trifluoro-ethyl)-amine.Amine preparation: l-BOC-4-piperidinone (2.0Og) and 2-methoxyethylamine (872muL) were stirred together in MeOH (2OmL) at room temperature overnight. Sodium borohydride (760mg) was then added portionwise and the reaction mixture was allowed to stir further at ambient temperature. After 16 h, the solvent was removed in vacuo, the residue was diluted with DCM, washed with brine, dried (MgSO4) and the solvent removed in vacuo. The residue was purified using flash chromatography to yield 4-(2-methoxy-ethylamino)-piperidine-l-carboxylic acid tert-butyl ester as a colourless oil (1.69g).To a solution of 4-(2-methoxy-ethylamino)-piperidine-l-carboxylic acid tert- butyl ester (500mg) in DCM (5mL) and triethylamine (540muL) was added trifluoroacetic anhydride (548muL). The reaction mixture was stirred at room temperature overnight, diluted with DCM, washed with brine, dried (MgSO4) and the solvent removed in vacuo. The residue was purified using flash chromatography to yield 4-[(2-methoxy-ethyl)-(2,2,2-trifluoro-acetyl)-amino]-piperidine- 1 -carboxylic acid tert-huy ester as an oil (685mg).To a solution of 4-[(2-methoxy-ethyl)-(2,2,2-trifiuoro-acetyl)-amino]- piperidine-1 -carboxylic acid tert-butyl ester (685mg) in dry THF (7mL) was added borane-methyl sulfide complex (405uL) at O0C under inert atmosphere. The reaction mixture was refluxed for 3 h, and then stirred at room temperature overnight, quenched with MeOH, diluted with DCM, washed with brine, dried (MgSO4) and the solvent removed in vacuo. The residue was purified using flash chromatography to yield 4-[(2-methoxy-ethyl)-(2,2,2-trifluoro-ethyl)-amino]-piperidine-l -carboxylic acid tert-huy ester as an oil (635mg). Treatment of this compound with HCl in DCM/MeOH furnished the desired amine, isolated as the hydrochloride salt. EPO
710972-40-0 tert-Butyl 4-((2-methoxyethyl)amino)piperidine-1-carboxylate 43652134, apiperidines compound, is more and more widely used in various fields.
Reference：
Patent; PIRAMED LIMITED; WO2006/46031; (2006); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem