Pharmaceutical intermediates and methods for preparing the same

• US 9,399,642 B2
• Filed: 03/28/2014
• Issued: 07/26/2016
• Est. Priority Date: 01/10/2012
• Status: Active Grant

• Current Assignee: William Allen Boulanger
• Original Assignee: KING T, LLC
• Inventors: Boulanger, William Allen
• Primary Examiner(s): JARRELL, NOBLE E
• Application Number:
  US14/228,303
• Publication Number:
  US 20140213797A1
• Time in Patent Office: 851 Days
• Field of Search: None
• US Class Current: 1/1
• CPC Class Codes: C07D 487/04 Ortho-condensed systems
• CPC Class Codes: C07D 487/06 Peri-condensed systems
• CPC Class Codes: C07D 487/10 Spiro-condensed systems
• CPC Class Codes: C07D 487/18 Bridged systems

Abstract

A pharmaceutical intermediate including a first indole moiety which is associated with an optionally carboxylated hexahydroazepino moiety, an optionally carboxylated azonane moiety, or a second, optionally carboxylated indole moiety, having an alkyl, allyl, phenylallyl, cinnamyl, alkenyl, and/or alkyl-alkenyl substituent pendant from a nitrogen atom of the same.

Claims

1. A pharmaceutical intermediate, comprising the structure of formula VIII:

2. A pharmaceutical intermediate mixture, comprising:

(a) an acid; and

(b) a first compound comprising the structure of formula VIII;

3. The pharmaceutical intermediate mixture according to claim 2, wherein the acid comprises a weak acid.

4. The pharmaceutical intermediate mixture according to claim 2, wherein the acid comprises acetic acid.

5. The pharmaceutical intermediate mixture according to claim 2, wherein the acid comprises glacial acetic acid.

6. The pharmaceutical intermediate mixture according to claim 2, further comprising a reducing agent.

7. The pharmaceutical intermediate mixture according to claim 6, wherein the reducing agent comprises sodium borohydride.