Fluorine-containing 1, 4-disubstituted piperidine derivatives

• US 6,040,449 A
• Filed: 04/13/1999
• Issued: 03/21/2000
• Est. Priority Date: 08/01/1996
• Status: Expired due to Fees

• Current Assignee: MSD Kabushiki Kaisha (Merck & Co., Inc.)
• Original Assignee: Banyu Pharmaceutical Company Limited (Merck & Co., Inc.)
• Inventors: Nomoto, Takashi, Ohsawa, Hirokazu, Ohwaki, Kenji, Nishikibe, Masaru, Tsuchiya, Yoshimi, Kawakami, Kumiko
• Primary Examiner(s): CHANG, CELIA C
• Application Number:
  US09/290,607
• Time in Patent Office: 343 Days
• Field of Search: 546/193
• US Class Current: 546/193
• CPC Class Codes: A61P 1/00 Drugs for disorders of the alimentary tract or the digestive system
• CPC Class Codes: A61P 11/00 Drugs for disorders of the respiratory system
• CPC Class Codes: A61P 13/02 of urine or of the urinary tract, e.g. urine acidifiers
• CPC Class Codes: A61P 43/00 Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
• CPC Class Codes: C07D 211/58 attached in position 4
• CPC Class Codes: C07D 401/06 linked by a carbon chain containing only aliphatic carbon atoms
• CPC Class Codes: C07D 405/06 linked by a carbon chain containing only aliphatic carbon atoms
• CPC Class Codes: C07D 409/06 linked by a carbon chain containing only aliphatic carbon atoms

Abstract

In the production of fluorine-containing 1,4-disubstituted piperidine derivatives by the reaction of a carboxylic acid of formula where Ar represents aryl or heteroaryl and R¹⁰ represents C₃ -C₆ cycloalkyl in which up to 4 hydrogen atoms are substituted with fluorine or C₃ -C₆ cycloalkyl having 1 to 2 protected or unprotected hydroxyl or oxo groups, or a reactive derivative thereof, with a piperidine derivative of formula [IV] as defined in the specification, especially useful results are obtained using 4-amino-1-(6-aminopyridin-2-ylmethyl)piperidine or a salt thereof, e.g., trihydrochloride, as the piperidine derivative.

Claims

1. 4-Amino-1-(6-aminopyridin-2-ylmethyl) piperidine or a salt thereof.

2. The compound according to claim 1 wherein the salt is trihydrochloride.