Patents by Inventor Kiyono Nakagawa

Kiyono Nakagawa has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Patent number: 11827603
    Abstract: The object of the present invention is to provide 1-(1-tert-butoxycarbonyl-4-piperidylacetyl)-4-mesyloxypiperidine having a low content of impurities The object can be solved by a method for preparing 1-(1-benzyl-4-piperidylacetyl)-4-hydroxypiperidine, comprising the steps of: (1) reductively reacting 1-benzyl-4-piperidylidene acetic acid ethyl ester represented by the formula [1]: to obtain 1-benzyl-4-piperidyl acetic acid ethyl ester represented by the formula [2]: (2) adding an ammonium chloride aqueous solution and an organic solvent to the liquid containing 1-benzyl-4-piperidyl acetic acid ethyl ester, mixing the whole, and separating into an organic layer and an aqueous layer, (3) collecting 1-benzyl-4-piperidyl acetic acid ethyl ester from the organic layer, and (4) reacting the obtained 1-benzyl-4-piperidyl acetic acid ethyl ester with 4-hydroxypiperidine represented by the formula [3]: in the presence of base, to obtain 1-(1-benzyl-4-piperidylacetyl)-4-hydroxypiperidine repr
    Type: Grant
    Filed: January 18, 2019
    Date of Patent: November 28, 2023
    Assignee: YUKI GOSEI KOGYO CO., LTD.
    Inventors: Kiyono Nakagawa, Yoshihiro Ito, Hirohisa Kitahara
  • Publication number: 20220388959
    Abstract: The object of the present invention is to provide 1-(1-tert-butoxycarbonyl piperidylacetyl)-4-mesyloxypiperidine having a low content of impurities The object can be solved by a method for preparing 1-(1-benzyl piperidylacetyl)-4-hydroxypiperidine, comprising the steps of: (1) reductively reacting 1-benzyl-4-piperidylidene acetic acid ethyl ester represented by the formula [1]: to obtain 1-benzyl-4-piperidyl acetic acid ethyl ester represented by the formula [2]: (2) adding an ammonium chloride aqueous solution and an organic solvent to the liquid containing 1-benzyl-4-piperidyl acetic acid ethyl ester, mixing the whole, and separating into an organic layer and an aqueous layer, (3) collecting 1-benzyl-4-piperidyl acetic acid ethyl ester from the organic layer, and (4) reacting the obtained 1-benzyl-4-piperidyl acetic acid ethyl ester with 4-hydroxypiperidine represented by the formula [3]: in the presence of base, to obtain 1-(1-benzyl-4-piperidylacetyl)-4-hydroxypiperidine represented by the for
    Type: Application
    Filed: January 18, 2019
    Publication date: December 8, 2022
    Applicant: YUKI GOSEI KOGYO CO., LTD.
    Inventors: Kiyono NAKAGAWA, Yoshihiro ITO, Hirohisa KITAHARA
  • Patent number: 11332458
    Abstract: The object of the present invention is to provide a simple method for preparing an N-alkoxycarbonyl piperidine derivative. The object can be solved by a method for preparing a hydroxypiperidine derivative, comprising a step of: (A) reacting a piperidylidene acetic acid derivative represented by the formula (1): wherein R1 is an aralkyl group which may have a substituent group, and R2 is an alkyl group, with 4-hydroxypiperidine in the presence of base, to obtain a hydroxypiperidine derivative represented by the formula (2) or the formula (3): wherein R1 is an aralkyl group which may have a substituent group.
    Type: Grant
    Filed: January 18, 2019
    Date of Patent: May 17, 2022
    Assignee: YUKI GOSEI KOGYO CO., LTD.
    Inventors: Kiyono Nakagawa, Yoshihiro Ito, Yumiko Tanaka
  • Publication number: 20210122729
    Abstract: The object of the present invention is to provide a simple method for preparing an N-alkoxycarbonyl piperidine derivative. The object can be solved by a method for preparing a hydroxypiperidine derivative, comprising a step of: (A) reacting a piperidylidene acetic acid derivative represented by the formula (1): wherein R1 is an aralkyl group which may have a substituent group, and R2 is an alkyl group, with 4-hydroxypiperidine in the presence of base, to obtain a hydroxypiperidine derivative represented by the formula (2) or the formula (3): wherein R1 is an aralkyl group which may have a substituent group.
    Type: Application
    Filed: January 18, 2019
    Publication date: April 29, 2021
    Applicant: YUKI GOSEI KOGYO CO., LTD.
    Inventors: Kiyono NAKAGAWA, Yoshihiro ITO, Yumiko TANAKA
  • Patent number: 10526288
    Abstract: The object of the present invention is to provide a method for preparing 4-(piperidin-4-yl)morpholine, which is easy to operate. The object can be solved by a method for preparing 4-(1-benzylpiperidin-4-yl)morpholine, characterized in that 5-fold molar or more of morpholine is added to 1-benzyl-4-piperidone, and the mixture is reacted with hydrogen under 1 MPa or less in the presence of platinum catalyst or palladium catalyst.
    Type: Grant
    Filed: June 9, 2017
    Date of Patent: January 7, 2020
    Assignee: YUKI GOSEI KOGYO CO., LTD.
    Inventors: Hiromi Ishikawa, Kiyono Nakagawa, Yukiko Takeda
  • Publication number: 20190210968
    Abstract: The object of the present invention is to provide a method for preparing 4-(piperidin-4-yl)morpholine, which is easy to operate. The object can be solved by a method for preparing 4-(1-benzylpiperidin-4-yl)morpholine, characterized in that 5-fold molar or more of morpholine is added to 1-benzyl-4-piperidone, and the mixture is reacted with hydrogen under 1 MPa or less in the presence of platinum catalyst or palladium catalyst.
    Type: Application
    Filed: June 9, 2017
    Publication date: July 11, 2019
    Applicant: YUKI GOSEI KOGYO CO., LTD.
    Inventors: Hiromi ISHIKAWA, Kiyono NAKAGAWA, Yukiko TAKEDA
  • Patent number: 6900326
    Abstract: A method of producing an N-alkoxycarbonylpiperidine derivative, comprising reacting an N-aralkylpiperidine derivative represented by the following general formula (1): wherein R1 represents an aralkyl group which may have a substituent, with a mesyl halide in the presence of a base, thereby obtaining a mesylated product represented by the following general formula (2): wherein R1 represents an aralkyl group which may have a substituent and Ms represents a mesyl group, and reacting the mesylated product with a dicarbonate represented by the following general formula (3): wherein R4 represents an alkyl group, in the presence of hydrogen and a catalyst containing palladium, thereby obtaining an N-alkoxycarbonylpiperidine derivative represented by the following general formula (4): wherein R4 represents an alkyl group and Ms represents a mesyl group.
    Type: Grant
    Filed: September 17, 2003
    Date of Patent: May 31, 2005
    Assignee: Yuki Gosei Kogyo Co., Ltd.
    Inventor: Kiyono Nakagawa
  • Publication number: 20040063953
    Abstract: A method of producing an N-alkoxycarbonylpiperidine derivative, comprising reacting an N-aralkylpiperidine derivative represented by the following general formula (1): 1
    Type: Application
    Filed: September 17, 2003
    Publication date: April 1, 2004
    Inventor: Kiyono Nakagawa