PROBLEM TO BE SOLVED: To provide a process of producing a pyrrolidinium compound such as glycopyrronium bromide used for the treatment of gastric ulcer or the like, and having antimuscarinic action, and a preparing process by which the compound is formed into an inhalable dry powder formulation.SOLUTION: This invention relates to a two step process for preparing a compound of formula (I) in salt or zwitterionic form, and a preparing process by which the compound is micronized together with a force control agent such as magnesium stearate, carrier particles are admixed therewith and an inhalable dry powder formulation is prepared, wherein R1 and R2 are each independently C3-C8-cycloalkyl or C6-C10-aryl and R3 and R4 are each independently C1-C8-alkyl.COPYRIGHT: (C)2015,JPO&INPIT【課題】胃潰瘍の治療などに用いられ、抗ムスカリン作用を有する臭化グリコピロニウム等のピロリジニウム化合物の製造方法、及び該化合物を吸入可能な乾燥粉末製剤とする調製方法の提供。【解決手段】塩又は両性イオンの形態の式(I)で表される化合物の2ステップによる調製方法、及び該化合物をステアリン酸マグネシウム等の力制御剤とともに微粉化し、担体粒子を混合して、吸入可能な乾燥粉末製剤とする調製方法。[R1及びR2は各々独立に、C3~C8-シクロアルキル又はC6~C10アリール、R3及びR4は、それぞれ独立に、C1~C8-アルキルである]【選択図】なし
