Richard D Draper

US Patent:

6509472, Jan 21, 2003

Filed:

Aug 30, 2001

Appl. No.:

09/943127

Inventors:

Richard W. Draper - North Caldwell NJ

Assignee:

Schering Corporation - Kenilworth NJ

International Classification:

C07D23100

US Classification:

548110, 558289, 564455, 568881

Abstract:

Prochiral ketones are enantioselectively reduced to chiral secondary alcohols with a compound having the formula I: where, the two R groups are identical and are each a substituted or unsubstituted, aryl, alkyl, cycloalkyl or aralkyl group; and R is a hydrogen atom or a substituted or unsubstituted, alkyl, aryl, aralkyl or alkoxy group; wherein the substituents on the R and R groups are substantially non-reactive.

US Patent:

7161024, Jan 9, 2007

Filed:

Jul 8, 2004

Appl. No.:

10/886724

Inventors:

Richard W. Draper - North Caldwell NJ, US

Assignee:

Schering Corporation - Kenilworth NJ

International Classification:

C07C 69/73

US Classification:

560181

Abstract:

In its several embodiments, this invention discloses a novel process to prepare the compounds of Formula 3:.

US Patent:

41721322, Oct 23, 1979

Filed:

Jul 18, 1978

Appl. No.:

5/925724

Inventors:

Richard W. Draper - North Caldwell NJ
Charles J. Casmer - Rahway NJ

Assignee:

Schering Corporation - Kenilworth NJ

International Classification:

C07J 700

US Classification:

424243

Abstract:

1,3,5(10),6,8,14-19 Nor-pregnahexaene-20-ones exhibit anti-mitotic activity with minimal or no hormonal activity. They are particularly useful in the treatment and control of psoriasis when applied topically, a preferred anti-psoriatic compound being 16. alpha. -methyl-1,3,5(10),6,8,14-19-nor-pregnahexaene-3,17. alpha. ,21-trio l-20-one 21-acetate.

US Patent:

56706669, Sep 23, 1997

Filed:

May 19, 1995

Appl. No.:

8/445404

Inventors:

Donald Hou - Verona NJ
Richard W. Draper - North Caldwell NJ
Gary M. Lee - Murray Hill NJ
Janet L. Mas - Scotch Plains NJ

Assignee:

Schering Corporation - Kenilworth NJ

International Classification:

C07D31728
C07D31906

US Classification:

549373

Abstract:

Disclosed are a process and intermediates of the formulae ##STR1## wherein X. sup. - is halide, BF. sub. 4. sup. -, R. sup. 3 SO. sub. 3. sup. -, wherein R. sup. 3 is C. sub. 1 -C. sub. 6 alkyl, CF. sub. 3, C. sub. 1 -C. sub. 6 alkylphenyl or phenyl, and Q is a group of the formula ##STR2## wherein R is C. sub. 1 -C. sub. 6 alkyl; useful for preparing benzazepine intermediates of the formula ##STR3## These benzazepine intermediates are useful for preparing benzazepines having activity as selective D1 receptor antagonists.

US Patent:

39323889, Jan 13, 1976

Filed:

Apr 22, 1974

Appl. No.:

5/462687

Inventors:

Thomas L. Popper - West Caldwell NJ
Richard W. Draper - East Orange NJ
Elliot L. Shapiro - Cedar Grove NJ
Arthur S. Watnick - South Orange NJ

Assignee:

Schering Corporation - Kenilworth NJ

International Classification:

C07J 100

US Classification:

26023955R

Abstract:

Steroidal 6-azido-4,6-pregnadieno[3,2-c]pyrazoles having glucocorticoid activity are prepared by treating a 6-unsubstituted-4,6-pregnadieno[3,2-c]pyrazole with a halogen azide followed by treatment of the thereby formed 6-azido-7-halogeno-6,7-dihydro-4-pregnene[3,2-c]pyrazole with a dehydrohalogenating agent. Other methods of preparing these compounds are described, including the process of treating a 6-azido-17. alpha. ,20; 20,21-bismethylenedioxy-4,6-pregnadiene-3-one with an alkyl formate in the presence of base followed by treatment of the resulting 2-hydroxymethylene derivative with a hydrazine or, alternatively, by converting said 2-hydroxymethylene to a 2-alkoxymethylene derivative followed by treatment thereof with a hydrazine. Preferred compounds include 6-azido-11. beta. ,17. alpha. ,21-trihydroxy-20-keto-4,6-pregnadieno[3,2-c]pyr azoles, particularly 2'-phenyl-9. alpha.

US Patent:

54611474, Oct 24, 1995

Filed:

Sep 27, 1993

Appl. No.:

8/127667

Inventors:

Donald Hou - Verona NJ
Richard W. Draper - North Caldwell NJ
Gary M. Lee - Murray Hill NJ
Janet L. Mas - Scotch Plains NJ

Assignee:

Schering Corporation - Kenilworth NJ

International Classification:

C07C21770
C07C27116
C07D22314

US Classification:

540576

Abstract:

Disclosed are a process and intermediates of the formula ##STR1## wherein R is --CH. sub. 3 or --C(O)--OR. sup. 1, and R. sup. 1 is C. sub. 1 -C. sub. 6 alkyl or --CH. sub. 2 C. sub. 6 H. sub. 5 ; or the formula ##STR2## wherein: R. sup. 2 is H or OH, R is --C(O)OR. sup. 1 and R. sup. 1 is C. sub. 1 -C. sub. 6 alkyl or --CH. sub. 2 C. sub. 6 H. sub. 5, or where R. sup. 2 is H, R can also be CH. sub. 3 ; for preparing benzazepine intermediates of the formula ##STR3## The benzazepine intermediates are useful for preparing benzazepines having activity as selective D1 receptor antagonists.

US Patent:

41851013, Jan 22, 1980

Filed:

Jul 18, 1978

Appl. No.:

5/925725

Inventors:

Richard W. Draper - North Caldwell NJ
Michael J. Green - Kendall Park NJ
Charles J. Casmer - Rahway NJ

Assignee:

Schering Corporation - Kenilworth NJ

International Classification:

A61K 3156
C07J 500

US Classification:

424243

Abstract:

1,3,5(10),6,8-19-Nor-pregnapentaene-20-ones exhibit anti-mitotic activity with minimal or no hormonal activity. They are particularly useful in the treatment and control of psoriasis when applied topically, preferred anti-psoriatic compounds being 1,3,5(10),6,8-19-nor-pregnapentaene-3,17. alpha. ,21-triol-20-one 21-acetate and the 16. alpha. -methyl and 16. beta. -methyl analogs thereof. The 1,3,5(10),6,8-19-nor-pregnapentaene-20-ones are also useful as intermediates in the preparation of the corresponding 14-dehydro compounds which also exhibit anti-mitotic activity as described and claimed in copending application Ser. No. 819,182 filed July 26, 1977 of Richard W. Draper and Charles J. Casmer of common assignee as this application, and now abandoned.

US Patent:

42017785, May 6, 1980

Filed:

Nov 8, 1977

Appl. No.:

5/849563

Inventors:

Richard W. Draper - North Caldwell NJ

Assignee:

Schering Corporation - Kenilworth NJ

International Classification:

C07J 7100
A61K 3158

US Classification:

424241

Abstract:

Novel 6-acyloxy-3,20-dioxo-1,4,6-pregnatrienes and 6-acyloxy-3,20-dioxo-4,6-pregnadienes, useful anti-inflammatory agents, are prepared by reaction of the corresponding 3,6,20-trioxo-1,4-pregnadiene or 3,6,20-trioxo-4-pregnene with an acyl halide or an acid anhydride in pyridine. Preferred anti-inflammatory agents are 6-alkanoyloxy-9. alpha. -halogeno-16-methyl-1,4,6-pregnatriene-3,20-diones. Also described are novel 6-oxo-9. alpha. -halogeno-16-substituted-1,4-pregnadienes, useful as intermediates in preparing the corresponding 6-acyloxy-1,4,6-pregnatrienes and which also exhibit anti-inflammatory activity per se.