Process for preparing bile acid derivatives

Patent metadata

Field	Value
Publication number	US-9777038-B2
Application number	US-201314438323-A
Country	US
Kind code	B2
Filing date	Oct 25, 2013
Priority date	Oct 26, 2012
Publication date	Oct 3, 2017
Grant date	Oct 3, 2017

Abstract

The present invention relates to processes for preparing compounds of formula I:

or a pharmaceutically acceptable salt or solvate thereof.

First claim

The invention claimed is:

1. The process for preparing a compound of formula I:

or a pharmaceutically acceptable salt or solvate thereof, wherein
the dashed bond (----) at position 7 indicates that the substituent is in a α or β sterochemistry;
R is hydrogen or hydroxy; and
R 1 is hydrogen or C 1 -C 6 alkyl;

comprising the step of converting a compound of formula 3A to a compound of formula 4A:

wherein Step B comprises reacting a compound of formula 3A with RuCl 3 , NaIO 4 , and an acid to form a compound of formula 4A.

2. The process of claim 1 , wherein R 1 is ethyl.

3. The process of claim 1 , wherein the compound is selected from

4. The process of claim 1 , further comprising the step of Step D, wherein Step D comprises reacting a compound of formula 5A with a sulfonating agent to form a compound of formula I-Na:

5. The process of claim 1 , further comprising the step of Step C, wherein Step C comprises reacting a compound of formula 4A with a reducing agent to form a compound of formula 5A:

6. The process of claim 1 , further comprising the step of Step A, wherein Step A comprises a Grignard reaction and protection of the hydroxyl group to form a compound of formula 3A:

Assignees

• Intercept Pharmaceuticals Inc

Inventors

• Pellicciari Roberto
• Gioiello Antimo

Classifications

• C07J9/005

  containing a carboxylic function directly attached or attached by a chain containing only carbon atoms to the cyclopenta[a]hydrophenanthrene skeleton · CPC title

• C07J31/006 Primary

  not covered by C07J31/003 · CPC title

• C07J9/00

  Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of more than two carbon atoms, e.g. cholane, cholestane, coprostane · CPC title