Title:
METHOD FOR ALKYLATING ACIDIC FUNCTIONAL GROUP
Document Type and Number:
WIPO Patent Application WO/2022/149618
Kind Code:
A1
Abstract:
The present invention provides a method for producing a compound having alkylated acidic functional groups. The method includes alkylating acidic functional groups by reacting, in a mixture containing a compound having two or more types of acidic functional groups as a substrate, the aforementioned compound with an alkylating agent selected from among compounds represented by formula A, formula B, or formula C, in the presence of a base.
Inventors:
HAYASE TADAKATSU (JP)
TSUCHIYA SATOSHI (JP)
NOMURA KENICHI (JP)
EMURA TAKASHI (JP)
TSUCHIYA SATOSHI (JP)
NOMURA KENICHI (JP)
EMURA TAKASHI (JP)
Application Number:
PCT/JP2022/003468
Publication Date:
July 14, 2022
Filing Date:
January 06, 2022
Export Citation:
Assignee:
CHUGAI PHARMACEUTICAL CO LTD (JP)
International Classes:
C07C41/58; C07C41/16; C07C43/23; C07C209/68; C07C211/27; C07C211/55; C07C211/56; C07C211/63; C07D213/65; C07D213/74; C07D213/82; C07D237/24; C07D239/42; C07D295/155; C07D295/192; C07D295/205; C07D401/12; C07D401/14; C07F9/09; C40B40/04
Domestic Patent References:
| WO2006003902A1 | 2006-01-12 |
Foreign References:
| JP2005536492A | 2005-12-02 | |||
| JP2002308812A | 2002-10-23 | |||
| US4453017A | 1984-06-05 | |||
| JP2006213692A | 2006-08-17 |
Other References:
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REQUEIRO-REN A, ET AL.: "NOVEL SEMI-SYNTHETIC NONCATHIACIN ANTIBIOTICS: SYNTHESIS AND ANTIBACTERIAL ACTIVITY OF BIS- AND MONO-O-ALKYLATED DERIVATIVES", BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, ELSEVIER, AMSTERDAM NL, vol. 14, 1 January 2004 (2004-01-01), Amsterdam NL , pages 171 - 175, XP007900587, ISSN: 0960-894X, DOI: 10.1016/j.bmcl.2003.09.061
VAMSI V. REKHA, MODUKURI V. RAMANI, A. RATNAMALA, VEMPATI RUPAKALPANA, GOTTUMUKKALA V. SUBBARAJU, CHAVA SATYANARAYANA, C. SOMESWAR: "A Simple, Efficient, Green, Cost Effective and Chemoselective Process for the Esterification of Carboxylic Acids", ORGANIC PROCESS RESEARCH & DEVELOPMENT, AMERICAN CHEMICAL SOCIETY, vol. 13, no. 4, 17 July 2009 (2009-07-17), pages 769 - 773, XP055160950, ISSN: 10836160, DOI: 10.1021/op900096y
KIM IN-HAE, PARK YONG-KYU, HAMMOCK BRUCE D., NISHI KOSUKE: "Structure−Activity Relationships of Cycloalkylamide Derivatives as Inhibitors of the Soluble Epoxide Hydrolase", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY, US, vol. 54, no. 6, 24 March 2011 (2011-03-24), US , pages 1752 - 1761, XP055949655, ISSN: 0022-2623, DOI: 10.1021/jm101431v
KONDO YOSHINORI, UENO MASAHIRO, TANAKA YOSHIYUKI: "Organic Synthesis Using Organic Superbase", CHEMINFORM, ELECTROCHEMICAL SOCIETY, vol. 36, no. 41, 11 October 2005 (2005-10-11), pages 453 - 463, XP055949658, ISSN: 0931-7597, DOI: 10.1002/chin.200541295
J. AM. CHEM. SOC., vol. 129, 2007, pages 15830
BIOORG. MED. CHEM. LETT., vol. 14, 2004, pages 3013
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J. AM. CHEM. SOC., vol. 112, 1990, pages 297
J. CHEM. SOC. PERKIN TRANS., vol. I, 1989, pages 807
J. ORG. CHEM., vol. 63, 1998, pages 7868 - 7874
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ORG. BIOMOL. CHEM., vol. 15, 2017, pages 4081 - 4085
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CAS, no. 162046-66-4
CHEM. EUR. J., vol. 27, 2021, pages 4216 - 4229
EXPERT OPINION ON DRUG DISCOVERY, vol. 3, no. 9, 2008, pages 1123 - 1143
J. MED. CHEM., vol. 51, 2008, pages 6902 - 6915
REQUEIRO-REN A, ET AL.: "NOVEL SEMI-SYNTHETIC NONCATHIACIN ANTIBIOTICS: SYNTHESIS AND ANTIBACTERIAL ACTIVITY OF BIS- AND MONO-O-ALKYLATED DERIVATIVES", BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, ELSEVIER, AMSTERDAM NL, vol. 14, 1 January 2004 (2004-01-01), Amsterdam NL , pages 171 - 175, XP007900587, ISSN: 0960-894X, DOI: 10.1016/j.bmcl.2003.09.061
VAMSI V. REKHA, MODUKURI V. RAMANI, A. RATNAMALA, VEMPATI RUPAKALPANA, GOTTUMUKKALA V. SUBBARAJU, CHAVA SATYANARAYANA, C. SOMESWAR: "A Simple, Efficient, Green, Cost Effective and Chemoselective Process for the Esterification of Carboxylic Acids", ORGANIC PROCESS RESEARCH & DEVELOPMENT, AMERICAN CHEMICAL SOCIETY, vol. 13, no. 4, 17 July 2009 (2009-07-17), pages 769 - 773, XP055160950, ISSN: 10836160, DOI: 10.1021/op900096y
KIM IN-HAE, PARK YONG-KYU, HAMMOCK BRUCE D., NISHI KOSUKE: "Structure−Activity Relationships of Cycloalkylamide Derivatives as Inhibitors of the Soluble Epoxide Hydrolase", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY, US, vol. 54, no. 6, 24 March 2011 (2011-03-24), US , pages 1752 - 1761, XP055949655, ISSN: 0022-2623, DOI: 10.1021/jm101431v
KONDO YOSHINORI, UENO MASAHIRO, TANAKA YOSHIYUKI: "Organic Synthesis Using Organic Superbase", CHEMINFORM, ELECTROCHEMICAL SOCIETY, vol. 36, no. 41, 11 October 2005 (2005-10-11), pages 453 - 463, XP055949658, ISSN: 0931-7597, DOI: 10.1002/chin.200541295
J. AM. CHEM. SOC., vol. 129, 2007, pages 15830
BIOORG. MED. CHEM. LETT., vol. 14, 2004, pages 3013
J. MED. CHEM., vol. 54, 2011, pages 1752
J. AM. CHEM. SOC., vol. 112, 1990, pages 297
J. CHEM. SOC. PERKIN TRANS., vol. I, 1989, pages 807
J. ORG. CHEM., vol. 63, 1998, pages 7868 - 7874
EUR. J. ORG. CHEM., 2019, pages 6735 - 6748
ORG. BIOMOL. CHEM., vol. 15, 2017, pages 4081 - 4085
CHEM. EUR. J., 2020
CHEM. EUR. J, 25 December 2020 (2020-12-25)
J. ORG. CHEM., vol. 49, 1984, pages 1122 - 1125
CAS, no. 162046-66-4
CHEM. EUR. J., vol. 27, 2021, pages 4216 - 4229
EXPERT OPINION ON DRUG DISCOVERY, vol. 3, no. 9, 2008, pages 1123 - 1143
J. MED. CHEM., vol. 51, 2008, pages 6902 - 6915
Attorney, Agent or Firm:
YAMAMOTO, Osamu et al. (JP)
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