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

• US 9,085,552 B1
• Filed: 10/17/2014
• Issued: 07/21/2015
• 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:
  US14/517,361
• Time in Patent Office: 277 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 in which for step a) the alkyl methacrylate is methyl methacrylate, the (C₁-C₄) alkyl alcohol is ethanol and the alkali metal (C₁-C₄) alkoxide is sodium ethoxide.

3. The process of claim 1 in which for step b) the chlorinating reagent is phosphoryl chloride and the organic solvent is acetonitrile.

4. The process of claim 1 in which for step c) the oxidant is manganese(IV) oxide and the solvent is acetonitrile.

5. The process of claim 1 in which for step d) the oxidant is sodium permanganate and the polar protic solvent is a mixture of water and tert-butanol.

6. The process of claim 1 in which for step e) copper oxide is copper(I) oxide and the polar aprotic solvent is N,N-dimethylacetamide.