Title:
METHOD FOR PRODUCING DIARYLPYRIDINE DERIVATIVES
Document Type and Number:
WIPO Patent Application WO/2020/009132
Kind Code:
A1
Abstract:
The present invention pertains to a novel method for producing diarylpyridine derivatives, the purpose of the present invention being to provide a industrially useful, novel method. A novel method for synthesizing pyridine rings without using palladium, a strong base, or reaction under high temperature was developed. In particular, success was achieved in developing methods enabling synthesis under very mild reaction conditions in the synthesis of iminium salts, which are intermediates, in the synthesis of cyano compounds from iminium salts, and in cyclization into pyridines.
Inventors:
AKI YUICHI (JP)
TORIYAMA FUMIHIKO (JP)
SAKURAI NATSUKI (JP)
KAMEDA AI (JP)
OGURA TOMOKAZU (JP)
TORIYAMA FUMIHIKO (JP)
SAKURAI NATSUKI (JP)
KAMEDA AI (JP)
OGURA TOMOKAZU (JP)
Application Number:
PCT/JP2019/026395
Publication Date:
January 09, 2020
Filing Date:
July 03, 2019
Export Citation:
Assignee:
DAIICHI SANKYO CO LTD (JP)
International Classes:
C07D319/12; C07B61/00; C07D405/12; C07D405/14; A61K31/444; A61P35/00
Domestic Patent References:
| WO2016006706A1 | 2016-01-14 | |||
| WO2018174219A1 | 2018-09-27 | |||
| WO2016006706A1 | 2016-01-14 |
Other References:
CHURCH, R. ET AL.: "New Synthetic Routes to 3-, 5- , and 6-Aryl-2-chloropyridines", JOURNAL OF ORGANIC CHEMISTRY, vol. 60, no. 12, 1995, pages 3750 - 3758, XP055357318, DOI: 10.1021/jo00117a029
EGE, G. ET AL.: "A new synthesis of 4- (dimethylamino)-l, 3-butadiene-1, 1- dicarbonitriles and their cyclization to 2-amino- 3-cyanopyridines", SYNTHESIS, vol. 5, 1979, pages 376 - 378, XP001109375, DOI: 10.1055/s-1080-28688
VILLEMIN, D. ET AL.: "Solventless convenient synthesis of new cyano-2-aminopyridine derivatives from enamino nitriles", TETRAHEDRON LETTERS, vol. 54, no. 13, 2013, pages 1664 - 1668, XP055357314
JUHASZ, L. ET AL.: "Synthesis and glycogen phosphorylase inhibitor activity of 2, 3- dihydrobenzo [1, 4] dioxin derivatives", BIOORGANIC & MEDICINAL CHEMISTRY, vol. 15, no. 12, 2007, pages 4048 - 4056, XP022062537, DOI: 10.1016/j.bmc.2007.03.084
SYNTHESIS, 1979, pages 376
J. PRAKT. CHEM., vol. 5, 1990, pages 332
J. ORG. CHEM., vol. 60, 1995, pages 3750
ORG. PROC. RES. DEV., vol. 9, no. 2, 2005, pages 141
T. W. GREENP.G.M. WUTS: "Protective Groups in Organic Synthesis", 2006, JOHN WILEY & SONS, INC.
See also references of EP 3819296A4
EGE, G. ET AL.: "A new synthesis of 4- (dimethylamino)-l, 3-butadiene-1, 1- dicarbonitriles and their cyclization to 2-amino- 3-cyanopyridines", SYNTHESIS, vol. 5, 1979, pages 376 - 378, XP001109375, DOI: 10.1055/s-1080-28688
VILLEMIN, D. ET AL.: "Solventless convenient synthesis of new cyano-2-aminopyridine derivatives from enamino nitriles", TETRAHEDRON LETTERS, vol. 54, no. 13, 2013, pages 1664 - 1668, XP055357314
JUHASZ, L. ET AL.: "Synthesis and glycogen phosphorylase inhibitor activity of 2, 3- dihydrobenzo [1, 4] dioxin derivatives", BIOORGANIC & MEDICINAL CHEMISTRY, vol. 15, no. 12, 2007, pages 4048 - 4056, XP022062537, DOI: 10.1016/j.bmc.2007.03.084
SYNTHESIS, 1979, pages 376
J. PRAKT. CHEM., vol. 5, 1990, pages 332
J. ORG. CHEM., vol. 60, 1995, pages 3750
ORG. PROC. RES. DEV., vol. 9, no. 2, 2005, pages 141
T. W. GREENP.G.M. WUTS: "Protective Groups in Organic Synthesis", 2006, JOHN WILEY & SONS, INC.
See also references of EP 3819296A4
Attorney, Agent or Firm:
ISHIBASHI Koki et al. (JP)
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