Processes for preparing ASK1 inhibitors

Patent metadata

Field	Value
Publication number	US-9586933-B2
Application number	US-201514757663-A
Country	US
Kind code	B2
Filing date	Dec 22, 2015
Priority date	Dec 23, 2014
Publication date	Mar 7, 2017
Grant date	Mar 7, 2017

Abstract

The present disclosure provides processes for the preparation of a compound of formula:

which exhibits apoptosis signal-regulating kinase (“ASK1”) inhibitory activity and is thus useful in the treatment of diseases such as kidney disease, diabetic nephropathy and kidney fibrosis. The disclosure also provides compounds that are synthetic intermediates.

First claim

What is claimed is:

1. Crystalline 5-(4-cyclopropyl-1H-imidazol-1-1-2-fluoro-4-methylbenzoic acid hydrochloride (Compound of formula (D-a) Form I) characterized by an X-ray powder diffractogram comprising the following peaks: 7.3, 22.3, 23.4, 23.9, and 26.8 °2θ±0.2 °2θ, as determined on a diffractometer using Cu—Kα radiation at a wavelength of 1.5406 Å.

2. Compound of formula (D-a) Form I according to claim 1 , wherein the diffractogram further comprises peaks at 11.5, 13.4, 20.9, and 22.0 °2θ±0.2 °2θ.

3. Compound of formula (D-a) Form I according to claim 1 , wherein the diffractogram is substantially as shown in FIG. 1 .

4. Compound of formula (D-a) Form I according to claim 1 , characterized by a differential scanning calorimetry (DSC) curve that comprises an endotherm at about 210° C.

5. Compound of formula (D-a) Form I according to claim 4 , wherein the DSC curve is substantially as shown in FIG. 2 .

Assignees

• Gilead Sciences Inc

Inventors

• Notte Gregory

Classifications

• A61P37/06

  Immunosuppressants, e.g. drugs for graft rejection · CPC title

• A61P9/12

  Antihypertensives · CPC title

• A61P3/10

  for hyperglycaemia, e.g. antidiabetics · CPC title

• A61P9/00

  Drugs for disorders of the cardiovascular system · CPC title

• A61P43/00

  Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00 · CPC title