Title:
METHOD FOR PRODUCING 4,4,7-TRIFLUORO-1,2,3,4-TETRAHYDRO-5H-1-BENZAZEPINE COMPOUND AND INTERMEDIATE FOR SYNTHESIS THEREOF
Document Type and Number:
WIPO Patent Application WO/2013/187406
Kind Code:
A1
Abstract:
Provided are a method for producing a 4,4,7-trifluoro-1,2,3,4-tetrahydro-5H-1-benzazepine compound that has excellent agonism to arginine vasopressin V2 receptor and is useful as an active ingredient of a medicinal composition for preventing and/or treating frequent urination, incontinentia urinae, enuresis, central diabetes insipidus, nighttime urinary frequency, nocturnal enuresis, etc., and an intermediate for the synthesis thereof that is useful in the aforesaid production method. Compared with the conventional methods, the method according to the present invention comprises a smaller number of steps, assures a higher yield and requires a lower cost. Thus, the method of the present invention is suitable for the industrial production of a medicine.
Inventors:
KAWAZOE SOUICHIROU (JP)
AKIBA TAKAHIRO (JP)
SATO KIICHI (JP)
MIYAFUJI AKIO (JP)
OBITSU KAZUYOSHI (JP)
ITOH JUNJI (JP)
HIRASAWA SHUN (JP)
KOSHIO HIROYUKI (JP)
AKIBA TAKAHIRO (JP)
SATO KIICHI (JP)
MIYAFUJI AKIO (JP)
OBITSU KAZUYOSHI (JP)
ITOH JUNJI (JP)
HIRASAWA SHUN (JP)
KOSHIO HIROYUKI (JP)
Application Number:
PCT/JP2013/066076
Publication Date:
December 19, 2013
Filing Date:
June 11, 2013
Export Citation:
Assignee:
ASTELLAS PHARMA INC (JP)
International Classes:
C07D223/16; C07C311/19
Domestic Patent References:
| WO2004096775A1 | 2004-11-11 | |||
| WO2003042181A1 | 2003-05-22 | |||
| WO2004096775A1 | 2004-11-11 |
Foreign References:
| JP2006151956A | 2006-06-15 | |||
| JP2006151957A | 2006-06-15 | |||
| JP2008504277A | 2008-02-14 |
Other References:
JIPII JOURNAL OF TECHNICAL DISCLOSURE NO. 2004-504305, 30 June 2004 (2004-06-30), YAMANOUCHI PHARMACEUTICAL CO., LTD., XP008175549
KONDO, K. ET AL.: "7-chloro-5-hydroxy-1-[2- methyl-4-(2-methylbenzoyl-amino)benzoyl]-2,3,4, 5-tetrahydro-1H-1-benzazepine (OPC-41061): A potent, orally active nonpeptide arginine vasopressin V2 receptor antagonist", BIOORGANIC & MEDICINAL CHEMISTRY, vol. 7, no. 8, 1999, pages 1743 - 1754, XP002419809
NISHIGUCHI, A. ET AL.: "Preparation of a 1-unsubstituted-2,3-dihydro-1-benzazepine derivative", HETEROCYCLES, vol. 71, no. 5, 2007, pages 1183 - 1192, XP008175552
DAI 22 KAI ABSTRACTS SYMPOSIUM ON PROGRESS IN ORGANIC REACTIONS AND SYNTHESIS, 1996, pages 1 - 5, XP008175614
JIPII JOURNAL OF TECHNICAL DISCLOSURE NO. 98-6263, 16 September 1998 (1998-09-16), YAMANOUCHI PHARMACEUTICAL CO.,LTD, XP008175548
JIPII JOURNAL OF TECHNICAL DISCLOSURE NO. 97-9952, 15 December 1997 (1997-12-15), YAMANOUCHI PHARMACEUTICAL CO., LTD., pages 1 - 2, XP008175547
GREENE; WUTS: "Protective Groups in Organic Synthesis", 2006, JOHN WILEY & SONS INC.
GREENE; WUTS: "Protective Groups in Organic Synthesis", 1999, JOHN WILEY & SONS INC.
KONDO, K. ET AL.: "7-chloro-5-hydroxy-1-[2- methyl-4-(2-methylbenzoyl-amino)benzoyl]-2,3,4, 5-tetrahydro-1H-1-benzazepine (OPC-41061): A potent, orally active nonpeptide arginine vasopressin V2 receptor antagonist", BIOORGANIC & MEDICINAL CHEMISTRY, vol. 7, no. 8, 1999, pages 1743 - 1754, XP002419809
NISHIGUCHI, A. ET AL.: "Preparation of a 1-unsubstituted-2,3-dihydro-1-benzazepine derivative", HETEROCYCLES, vol. 71, no. 5, 2007, pages 1183 - 1192, XP008175552
DAI 22 KAI ABSTRACTS SYMPOSIUM ON PROGRESS IN ORGANIC REACTIONS AND SYNTHESIS, 1996, pages 1 - 5, XP008175614
JIPII JOURNAL OF TECHNICAL DISCLOSURE NO. 98-6263, 16 September 1998 (1998-09-16), YAMANOUCHI PHARMACEUTICAL CO.,LTD, XP008175548
JIPII JOURNAL OF TECHNICAL DISCLOSURE NO. 97-9952, 15 December 1997 (1997-12-15), YAMANOUCHI PHARMACEUTICAL CO., LTD., pages 1 - 2, XP008175547
GREENE; WUTS: "Protective Groups in Organic Synthesis", 2006, JOHN WILEY & SONS INC.
GREENE; WUTS: "Protective Groups in Organic Synthesis", 1999, JOHN WILEY & SONS INC.
Attorney, Agent or Firm:
MORITA, Hiroshi et al. (JP)
Morita 拓 (JP)
Morita 拓 (JP)
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