23--1H- Novel salt of dimethyl-23-dihydro-1H-indene derivative and processes for preparing the same

• Main Authors: LEE JUN SUP, KO KYUNG MIN, LEE JUNG AE, KIM SE YONG, SHIN SEUNG YUB, JU HYUN, HWANG YOON AH, KANG JEONG KI
• Format: Patent
• Language: English; Korean
• Published: 02.05.2024
• Subjects: ACYCLIC OR CARBOCYCLIC COMPOUNDS; CHEMISTRY; HETEROCYCLIC COMPOUNDS; HUMAN NECESSITIES; HYGIENE; MEDICAL OR VETERINARY SCIENCE; METALLURGY; ORGANIC CHEMISTRY; PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES

본 발명은 (S)-퀴누클리딘-3-일 ((R)-5-(3-클로로-4-아이소프로폭시페닐)-2,2-다이메틸-2,3-다이하이드로-1H-인덴-1-일)카바메이트의 신규 염, 즉 (1S)-(+)-10-캄포술폰산염 및 이의 제조방법을 제공한다. 상기 (S)-퀴누클리딘-3-일 ((R)-5-(3-클로로-4-아이소프로폭시페닐)-2,2-다이메틸-2,3-다이하이드로-1H-인덴-1-일)카바메이트의 (1S)-(+)-10-캄포술폰산염은 결정형 형태로 얻어지며, 높은 순도, 높은 안정성, 높은 수용해도, 및 낮은 흡습성을 갖는다. The present invention provides a novel salt of (S)-quinuclidin-3-yl ((R)-5-(3-chloro-4-isopropoxyphenyl)-2,2-dimethyl-2,3-dihydro-1H-inden-1-yl)carbamate, i.e., (1S)-(+)-10-camphorsulfonic acid salt thereof and a process for preparing the same. The (1S)-(+)-10-camphorsulfonic acid salt of (S)-quinuclidin-3-yl ((R)-5-(3-chloro-4-isopropoxyphenyl)-2,2-dimethyl-2,3-dihydro-1H-inden-1-yl)carbamate is obtained in a crystalline form and has high purity, high stability, high water-solubility, and low hygroscopicity.