Process for making modulators of cystic fibrosis transmembrane conductance regulator

Patent metadata

Field	Value
Publication number	US-9751839-B2
Application number	US-201615160100-A
Country	US
Kind code	B2
Filing date	May 20, 2016
Priority date	Mar 20, 2009
Publication date	Sep 5, 2017
Grant date	Sep 5, 2017

Abstract

The invention provides a process for the preparation of a compound of Formula 1,

comprising coupling a carboxylic acid of Formula 2

with an aniline of Formula 3

in the presence of a coupling agent.

First claim

What is claimed is:

1. A process for the preparation of a compound of Formula 1,

or a pharmaceutically acceptable salt thereof, comprising:
(a) coupling a carboxylic acid of Formula 2,

or a pharmaceutically acceptable salt thereof, with an aniline of Formula 3,

or a pharmaceutically acceptable salt thereof, in the presence of a coupling agent under conditions sufficient to produce a compound of Formula 4,

or a pharmaceutically acceptable salt thereof; and
(b) cleaving the methoxy formyl protecting group from the phenolic oxygen atom of Formula 4 under conditions sufficient to yield a compound of Formula 1, or a pharmaceutically acceptable salt thereof.

2. A compound of Formula 3, or a pharmaceutically acceptable salt thereof.

3. A compound of Formula 4, or a pharmaceutically acceptable salt thereof.

Assignees

• Vertex Pharma

Inventors

• Demattei John
• Looker Adam R
• Neubert-Langille Bobbianna
• Trudeau Martin
• Roeper Stefanie
• Ryan Michael P
• Guerette Dahrika Milfred Yap
• Krueger Brian R
• Grootenhuis Peter D J
• Van Goor Fredrick F
• Botfield Martyn C
• Zlokarnik Gregor

Classifications

• A61P3/06

  Antihyperlipidemics · CPC title

• A61P5/48

  of the pancreatic hormones · CPC title

• A61P7/00

  Drugs for disorders of the blood or the extracellular fluid · CPC title

• A61P7/12

  Antidiuretics, e.g. drugs for diabetes insipidus (ADH A61P5/10) · CPC title

• A61P5/10

  of the posterior pituitary hormones, e.g. oxytocin, ADH · CPC title