The present invention discloses a process that comprises the formation of 1 - (2-chloroethyl) piperidine-4-carboxylate (II) or its salt by reacting ethyl isonipectate with 1-bromo-2-chloroethane in the presence of an organic base in the solvent.The process step a)It is included in the process of preparing umblyclidinium bromide that contains additional steps: b) 1 - (2-chloroethyl) piperidine-4-carboxylate (II) or its saltIn the solventReacted with lithium diisopropylamide1 - azabicyclo [2.2.2] octane-4 - ethyl (III) carboxylic acid；(c) 1 - azabicyclo [2.2.2] octane-4-carboxylic acid ethyl (III)In the solventReacted with phenyl lithium1 - azabicyclo [2.2.2] oct-4-yl (diphenyl) methanol (IV)；And 1) - azabicyclo [2.2.2] oct-4-yl (diphenyl) methanol (IV)In the solvent((2-bromoethoxy) methyl)4 - [hydroxyl (diphenyl) methyl] - 1 - [2 - (phenylmethyl) oxy] ethyl] - 1 - forming azo niacobicyclo [2.2.2] octane bromide (I) bromididium bromide.D) 1-azabicyclo [2.2.2] oct-4-yl (diphenyl) methanol (IV)In the solvent((2-bromoethoxy) methyl)4 - [hydroxyl (diphenyl) methyl] - 1 - [2 - (phenylmethyl) oxy] ethyl] - 1 - azobiabicyclo [2.2.2] octane bromide (I)In the process of forming Euclidean bromidiium bromideThe solventCyclic ether like tetrahydrofuranAromatic solvents such as tolueneKetone like acetoneA protonic solvent, such as waterOr a group consisting of these combinationsProcesses are optionally disclosed that the solvent is water.The bromide bromide, 1 - (2-chloroethyl) piperidin-4-carboxylate (II) and pharmaceutical compositions obtained from the disclosed process are also disclosed.Diagram本発明は、ａ）有機塩基の存在下で、溶媒中において、イソニペコチン酸エチルを１－ブロモ－２－クロロエタンと反応させて、１－（２－クロロエチル）ピペリジン－４－カルボン酸エチル（II）又はその塩を形成することを含むプロセスを開示する。プロセスのステップａ）は、さらなるステップを含む臭化ウメクリジニウムを調製するプロセスの中に含まれており：ｂ）１－（２－クロロエチル）ピペリジン－４－カルボン酸エチル（II）又はその塩を、溶媒中において、リチウムジイソプロピルアミド（ｌｉｔｈｉｕｍ ｄｉｉｓｏｐｒｏｐｙｌａｍｉｄｅ）と反応させて、１－アザビシクロ［２．２．２］オクタン－４－カルボン酸エチル（III）を形成し；ｃ）１－アザビシクロ［２．２．２］オクタン－４－カルボン酸エチル（III）を、溶媒中において、フェニルリチウム（ｐｈｅｎｙｌ ｌｉｔｈｉｕｍ）と反応させて、１－アザビ
