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Title:
PRODUCTION METHOD FOR DIAMINE DERIVATIVE BY FLOW SYNTHESIS
Document Type and Number:
WIPO Patent Application WO/2019/004114
Kind Code:
A1
Abstract:
Provided is a production method for efficiently synthesizing a compound (1-2) which is an important intermediate in production of edoxaban. The method comprises dripping a compound (1-1) into a solution A that is obtained by causing a reaction between chlorosulfonyl isocyanate and an alcohol (2) with use of a flow reaction device, and by dripping the resultant mixture into a tertiary amine, whereby a compound (1-2) is obtained.

Inventors:
MICHIDA MAKOTO (JP)
ISHIKAWA HIDEAKI (JP)
TATEKABE SHINYA (JP)
Application Number:
PCT/JP2018/023984
Publication Date:
January 03, 2019
Filing Date:
June 25, 2018
Export Citation:
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Assignee:
DAIICHI SANKYO CO LTD (JP)
International Classes:
C07C269/00; C07C271/24; C07C303/28; C07C303/34; C07C307/08; C07C309/66; C07D513/04; A61K31/444; A61P7/02
Domestic Patent References:
WO2014157653A12014-10-02
WO2003066549A22003-08-14
Foreign References:
JPS57120566A1982-07-27
Other References:
KOBAYASHI ET AL.: "Flow ''Fine'' Synthesis: High Yielding and Selective Organic Syhthesis by Flow Methods", CHEMISTRY AN ASIAN JOURNAL FOCUS REVIEW, vol. 11, no. 4, November 2016 (2016-11-01), pages 425 - 436, XP055568805, ISSN: 1861-471X
QIAN ET AL.: "A Continuous Flow Process Using a Sequence of Microreactors with In-line IR Analysis for the Preparation of N, N-Diethy 1-4-(3-fluoropheny lpiperidin-4- ylidenemethyl) benza mide as a Potent and Highly Selective 5-Cpioid Receptor Agonist", CHEMISTRY A EUROPEAN JOURNAL, vol. 16, no. 41, 2010, pages 12342 - 12348, XP055568820, ISSN: 1521-3765
YOSHIDA, JUNICHI ET AL., CHEMCIAL EQUIPMENT, vol. 44, no. 9, 1 September 2002 (2002-09-01), pages 30 - 34, ISSN: 0368-4849
BURGESS ET AL.: "Thermal Reactions of Alkyl N- Carbomethoxysulfamate Esters", JOURNAL OF ORGANIC CHEMISTRY, vol. 38, no. 1, 1973, pages 26 - 31, XP055568827, ISSN: 1520-6904
BURGESS ET AL.: "Conversion of Primary Alcohols to Urethanes via the Inner Salt of Methyl (Carboxysulfamoyl) Triethy lammonium Hydroxide: Methyl n-Hexy lcarbamate", ORGANIC SYNTHESIS, vol. 6, 1988, pages 788, ISSN: 2333-3553
METCALF ET AL.: "Design of Thermally Stable Versions of the Burgess Reagent: Stability and Reactivity Study", JOURNAL OF ORGANIC CHEMISTRY, vol. 75, 2010, pages 3447 - 3450, XP055568851, ISSN: 1520-6904
Attorney, Agent or Firm:
ISHIBASHI Koki et al. (JP)
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