Process for preparing histone deacetylase inhibitors and intermediates thereof

Patent

Description

A process for preparing unsaturated esters useful as intermediates for HDAC inhibitors, by reacting an aldehyde or ketone having the following formula I: ##STR00001## wherein R.sub.1 is an aromatic group or a combined aliphatic and aromatic group; X is –O–, –S–, –COO–, –OOC–, –CONR.sub.7–, or –R.sub.7NCO–; L.sub.1 an aliphatic linking group, an aromatic linking group, or a combined aliphatic and aromatic linking group; R.sub.2 and R.sub.3 are each independently hydrogen, a hydroxy group, an alkoxy group, an amino group, a carboxyl group, an amide group, an ester group, a carbamate group, an aliphatic group, an aromatic group, a combined aliphatic and aromatic group, R.sub.2 and R.sub.3 together are .dbd.O, or one of R.sub.2 and R.sub.3 form a double bond with one of R.sub.4 and R.sub.5; R.sub.4 and R.sub.5 are each independently hydrogen, a hydroxy group, an alkoxy group, an amino group, a carboxy group, an amide group, an ester group, a carbamate group, an aliphatic group, an aromatic group, a combined aliphatic and aromatic group, or one of R.sub.4 and R.sub.5 form a double bond with one of R.sub.2 and R.sub.3; R.sub.6 is hydrogen, an aliphatic group, an aromatic group, or a combined aliphatic and aromatic group; R.sub.7 is hydrogen, an aliphatic group, an aromatic group, or a combined aliphatic and aromatic group; m is 0 or 1; n is 0 or 1; and p is 0 or 1; with an ester having the following formula II: ##STR00002## wherein R.sub.8 is an aliphatic group, an aromatic group, or a combined aliphatic and aromatic group; R.sub.9 and R.sub.10 each independently hydrogen, an aliphatic group, an aromatic group, a combined aliphatic and aromatic group, or one of R.sub.9 and R.sub.10 form a double bond with L.sub.2; R.sub.11 and R.sub.12 are each an aliphatic group, an aromatic group, or a combined aliphatic and aromatic group; L.sub.2 is an aliphatic linking group, an aromatic linking group, or a combined aliphatic and aromatic linking group; A is P or As; and p is 0 or 1.

Attributes

Attribute NameValues
Title
  • Process for preparing histone deacetylase inhibitors and intermediates thereof

Patent Number
  • US 7235688 B2

USPTO Link
Inventor
  • Paul Helquist

  • Joakim Loefstedt

Inventor From Local Institution
  • Paul Helquist

Other Application
  • 11/108,858

Claims
  • 13

Classification (US Patent)
  • 562/452; 556/413; 556/423; 562/459;

Cooperative Patent Classification codes
  • C07C 221/00 (20130101); C07C 229/44 (20130101); C07C 259/06 (20130101); C07C 221/00 (20130101); C07C 223/06 (20130101); C07B 2200/07 (20130101)

International Patent Classification codes
  • C07C 229/00 (20060101)

Language
  • eng

Date Issued
  • 2007-06-26

Publisher
  • United States Patent and Trademark Office

Assignee
  • University of Notre Dame Du Lac

Record Visibility and Access Public
Content License
Departments and Units
Member of

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Collections Featuring this Patent
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