Title:
PROCESS FOR PRODUCTION OF (S)-(TETRAHYDROFURAN-3-YL)HYDRAZINE
Document Type and Number:
WIPO Patent Application WO/2016/021192
Kind Code:
A1
Abstract:
A process for production of (S)-(tetrahydrofuran-3-yl)hydrazine of formula I or an acid addition salt thereof, comprising hydrolysis or hydrogenation step of protected hydrazine compound of formula VII, wherein Ra is a tert-butyl group or a benzyl group, is disclosed. (S)-(Tetrahydrofuran-3-yl)hydrazine of formula I or an acid addition salt thereof is a useful intermediate in the preparation of a PDE9 inhibitor.
Inventors:
KHILE ANIL SHAHAJI (IN)
NAYAK RANJEETA (IN)
DIXIT GIRISH (IN)
NAYAK RANJEETA (IN)
DIXIT GIRISH (IN)
Application Number:
PCT/JP2015/003940
Publication Date:
February 11, 2016
Filing Date:
August 05, 2015
Export Citation:
Assignee:
EISAI R&D MAN CO LTD (JP)
International Classes:
C07D307/22
Domestic Patent References:
| WO2008093955A1 | 2008-08-07 |
Foreign References:
| EP2769980A1 | 2014-08-27 | |||
| US5780649A | 1998-07-14 |
Other References:
POHAKO, KAIJA ET AL.: "Synthesis of allyl hydrazine: a comparative strudy of different methods", ARKIVOC, vol. ix, 2008, pages 116 - 125, ISSN: 1557-7012
MELONCELLI J. PETER ET AL.: "Improvements to the Synthesis of Isofagomine, Neouromycin, Azafagomine, and Isofagomine Lactam, and a Synthesis of Azanoeuromycin and 'Guanidine' Isofagomine", AUSTRALIAN JOURNAL OF CHEMISTRY, vol. 59, no. 11, 2006, pages 827 - 833, XP008146711, ISSN: 0004-9425
RAGNARSSON ULF ET AL.: "Acidity of Di- and Triprotected Hydrazine Derivatives in Dimethyl Sulfoxide and Aspects of Their Alkylation", THE JOURNAL OF ORGANIC CHEMISTRY, vol. 70, no. 15, 2005, pages 5916 - 5921, ISSN: 0022-3263
PIENAAR P DANIEL ET AL.: "Synthesis of a variety of optically active hydroxylated heterocyclic compounds using epoxide hydrolase technology", TETRAHEDRON LETTERS, vol. 49, 2008, pages 6752 - 6755, XP025533044, ISSN: 0040-4039, DOI: doi:10.1016/j.tetlet.2008.08.097
MELONCELLI J. PETER ET AL.: "Improvements to the Synthesis of Isofagomine, Neouromycin, Azafagomine, and Isofagomine Lactam, and a Synthesis of Azanoeuromycin and 'Guanidine' Isofagomine", AUSTRALIAN JOURNAL OF CHEMISTRY, vol. 59, no. 11, 2006, pages 827 - 833, XP008146711, ISSN: 0004-9425
RAGNARSSON ULF ET AL.: "Acidity of Di- and Triprotected Hydrazine Derivatives in Dimethyl Sulfoxide and Aspects of Their Alkylation", THE JOURNAL OF ORGANIC CHEMISTRY, vol. 70, no. 15, 2005, pages 5916 - 5921, ISSN: 0022-3263
PIENAAR P DANIEL ET AL.: "Synthesis of a variety of optically active hydroxylated heterocyclic compounds using epoxide hydrolase technology", TETRAHEDRON LETTERS, vol. 49, 2008, pages 6752 - 6755, XP025533044, ISSN: 0040-4039, DOI: doi:10.1016/j.tetlet.2008.08.097
Attorney, Agent or Firm:
HASEGAWA, Yoshiki et al. (Marunouchi MY PLAZA 9th fl. 1-1, Marunouchi 2-chome, Chiyoda-k, Tokyo 05, JP)
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