公开(公告)号：US20160016891A1

公开(公告)日：2016-01-21

申请号：US14714892

申请日：2015-05-18

Applicant: SUNOVION PHARMACEUTICALS INC.

Inventor： Hang ZHAO ,  Stefan G. Koenig ,  Charles P. Vandenbossche ,  Surendra Singh ,  Harold Scott Wilkinson ,  Roger P. Bakale

IPC: C07C231/14 ,  C07C231/12 ,  C07C209/62 ,  C07C249/08

CPC classification number: C07C231/14 ,  C07B43/06 ,  C07C209/50 ,  C07C209/62 ,  C07C211/42 ,  C07C231/12 ,  C07C249/08 ,  C07C2602/10

Abstract: This invention provides a convenient method for converting oximes into enamides. The process does not require the use of metallic reagents. Accordingly, it produces the desired compounds without the concomitant production of a large volume of metallic waste. The enamides are useful precursors to amides and amines. The invention provides a process to convert a prochiral enamide into the corresponding chiral amide. In an exemplary process, a chiral amino center is introduced during hydrogenation through the use of a chiral hydrogenation catalyst. In selected embodiments, the invention provides methods of preparing amides and amines that include the 1,2,3,4-tetrahydro-N-alkyl-1-naphthalenamine or 1,2,3,4-tetrahydro-1-naphthalenamine substructure.

公开(公告)号：US20140057990A1

公开(公告)日：2014-02-27

申请号：US13956765

申请日：2013-08-01

Applicant: SUNOVION PHARMACEUTICALS INC.

Inventor： Hang Zhao ,  Stefan G. Koenig ,  Charles P. Vandenbossche ,  Surendra Singh ,  Harold Scott Wilkinson ,  Roger P. Bakale

IPC: C07C231/14 ,  C07C209/50 ,  C07C211/42 ,  C07C231/12

CPC classification number: C07C231/14 ,  C07B43/06 ,  C07C209/50 ,  C07C209/62 ,  C07C211/42 ,  C07C231/12 ,  C07C249/08 ,  C07C2602/10

Abstract: This invention provides a convenient method for converting oximes into enamides. The process does not require the use of metallic reagents. Accordingly, it produces the desired compounds without the concomitant production of a large volume of metallic waste. The enamides are useful precursors to amides and amines. The invention provides a process to convert a prochiral enamide into the corresponding chiral amide. In an exemplary process, a chiral amino center is introduced during hydrogenation through the use of a chiral hydrogenation catalyst. In selected embodiments, the invention provides methods of preparing amides and amines that include the 1,2,3,4-tetrahydro-N-alkyl-1-naphthalenamine or 1,2,3,4-tetrahydro-1-naphthalenamine substructure.

Abstract translation: 本发明提供了将肟转化成烯酰胺的方便方法。 该方法不需要使用金属试剂。 因此，它产生所需化合物，而不伴随产生大量的金属废物。 酰胺是酰胺和胺的有用前体。 本发明提供了将前手性烯酰胺转化成相应的手性酰胺的方法。 在示例性方法中，通过使用手性氢化催化剂在氢化期间引入手性氨基中心。 在选择的实施方案中，本发明提供了制备包括1,2,3,4-四氢-N-烷基-1-萘胺或1,2,3,4-四氢-1-萘胺亚结构的酰胺和胺的方法。

公开(公告)号：US10435351B2

公开(公告)日：2019-10-08

申请号：US15882498

申请日：2018-01-29

Applicant: SUNOVION PHARMACEUTICALS INC.

Inventor： Charles P. Vandenbossche ,  John R. Snoonian

IPC: C07C231/10 ,  C07C249/08 ,  C07C209/62 ,  C07C233/91 ,  C07C231/12 ,  C07C209/50

Abstract: A convenient method for converting oximes into enamides is disclosed. The process produces enamides without the concomitant production of a large volume of metallic waste. The enamides are useful precursors to amides and amines.

公开(公告)号：US10011559B2

公开(公告)日：2018-07-03

申请号：US15498726

申请日：2017-04-27

Applicant: SUNOVION PHARMACEUTICALS INC.

Inventor： Hang Zhao ,  Stefan G. Koenig ,  Charles P. Vandenbossche ,  Surendra Singh ,  Harold Scott Wilkinson ,  Roger P. Bakale

IPC: C07C231/14 ,  C07C249/08 ,  C07C209/62 ,  C07C231/12 ,  C07C209/50 ,  C07C211/42 ,  C07B43/06

CPC classification number: C07C231/14 ,  C07B43/06 ,  C07C209/50 ,  C07C209/62 ,  C07C211/42 ,  C07C231/12 ,  C07C249/08 ,  C07C2602/10

Abstract: This invention provides a convenient method for converting oximes into enamides. The process does not require the use of metallic reagents. Accordingly, it produces the desired compounds without the concomitant production of a large volume of metallic waste. The enamides are useful precursors to amides and amines. The invention provides a process to convert a prochiral enamide into the corresponding chiral amide. In an exemplary process, a chiral amino center is introduced during hydrogenation through the use of a chiral hydrogenation catalyst. In selected embodiments, the invention provides methods of preparing amides and amines that include the 1,2,3,4-tetrahydro-N-alkyl-1-naphthalenamine or 1,2,3,4-tetrahydro-1-naphthalenamine substructure.