Process for the preparation of 3-(3-chloro-1H-pyrazol-1-yl)pyridine

• US 9,422,265 B2
• Filed: 08/19/2015
• Issued: 08/23/2016
• Est. Priority Date: 09/12/2014
• Status: Expired due to Fees

• Current Assignee: Dow Agrosciences LLC (Corteva, Inc.)
• Original Assignee: Dow Agrosciences LLC (Corteva, Inc.)
• Inventors: Li, Xiaoyong, Yang, Qiang, Lorsbach, Beth
• Primary Examiner(s): Morris, Patricia L
• Application Number:
  US14/830,266
• Publication Number:
  US 20160075681A1
• Time in Patent Office: 370 Days
• Field of Search: 546/275.4
• US Class Current: 1/1
• CPC Class Codes: C07D 401/04 directly linked by a ring-member-to-ring-member bond

Abstract

This disclosure relates to the field of preparation of 3-(3-chloro-1H-pyrazol-1-yl)pyridine and intermediates therefrom. These intermediates are useful in the preparation of certain pesticides.

Claims

1. A process for preparing 3-(3-chloro-1H-pyrazol-1-yl)pyridine (5b)

2. The process of claim 1, wherein the copper oxide is ligated with a bidentate ligand.

3. The process of claim 2, wherein the bidentate ligand is tetramethyl ethylenediamine.

4. The process of claim 1, wherein the copper oxide is copper(I) oxide or copper(II) oxide.

5. The process of claim 1, wherein the copper oxide is used in about 5 wt % to about 20 wt % based on 3-chloro-1-(pyridin-3-yl)-1H-pyrazole-4-carboxylic acid.

6. The process of claim 1, wherein the polar aprotic solvent is selected from the group consisting of N,N-dimethylformamide, N,N-dimethylacetamide, N-methylpyrrolidinone, and mixtures thereof.

7. The process of claim 1, wherein the copper oxide is copper(I) oxide, and the polar aprotic solvent is N,N-dimethylacetamide.