Brian K Doan

US Patent:

20040204595, Oct 14, 2004

Filed:

Mar 19, 2004

Appl. No.:

10/490186

Inventors:

Brian Doan - King of Prussia PA, US
Roman Davis - Durham NC, US
Thomas Lovelace - Durham NC, US

International Classification:

C07D307/93

US Classification:

549/465000

Abstract:

The present invention includes a method for preparing cyclic alcohols. The method includes a reduction, deprotection, and rearrangement scheme. The present invention further provides a method of preparation of an intermediate useful in the synthesis of compounds that function as inhibitors of the aspartyl protease enzyme of human immunodeficiency virus (HIV).

US Patent:

20050261507, Nov 24, 2005

Filed:

Jun 25, 2003

Appl. No.:

10/517966

Inventors:

Brian Doan - King of Prussia PA, US
Daniel Patterson - Durham NC, US
John Roberts - Durham NC, US

International Classification:

C07D493/02
C07D307/02

US Classification:

549464000, 549483000

Abstract:

The present invention provides processes and compounds that are useful in the preparation of (3α,3aβ,6ahexahydrofuro[2,3-b]furan-3-ol and diastereoisomers thereof, which are useful in the preparation of compounds that may be inhibitors of HIV aspartyl protease.

US Patent:

20110230660, Sep 22, 2011

Filed:

Dec 3, 2009

Appl. No.:

13/130766

Inventors:

Stacie Calad - King of Prussia PA, US
Brian Daniel Doan - King of Prussia PA, US

International Classification:

C07D 221/00
C07D 211/00

US Classification:

546 16, 546246

Abstract:

The present invention relates to a method comprising the step of contacting a protected N,N-bis(2-X-ethyl)amine with a (2-fluorophenyl)acetonitrile in the presence of a water-soluble phase transfer reagent, concentrated aqueous base, and an immiscible organic solvent, and under such conditions to form a 4-(2-fluorophenyl)-4-piperidinecarbonitrile in at least a 70% yield, wherein X is a leaving group. The 4-(2-fluorophenyl)-4-piperidinecarbonitrile is useful in preparing spiroindolines, which can be used as precursors of compounds that are modulators of CCR2 receptor.