Method for producing 2-aminonicotinic acid benzyl ester derivative

• US 10,442,768 B2
• Filed: 11/08/2016
• Issued: 10/15/2019
• Est. Priority Date: 01/21/2016
• Status: Active Grant

• Current Assignee: Agro-Kanesho Co., Ltd.
• Original Assignee: Agro-Kanesho Co., Ltd.
• Inventors: Aizawa, Ryo, Araki, Koichi
• Primary Examiner(s): Seaman, D Margaret M
• Application Number:
  US15/781,302
• Publication Number:
  US 20180362464A1
• Time in Patent Office: 1,071 Days
• CPC Class Codes: C07B 61/00 Other general methods
• CPC Class Codes: C07D 213/80 in position 3
• CPC Class Codes: C07D 213/803 Processes of preparation
• CPC Class Codes: C07D 401/12 linked by a chain containing hetero atoms as chain links

Abstract

The present invention provides a method for producing a 2-aminonicotinic acid benzyl ester derivative. The method includes, as a step, reacting a 2-aminonicotinic acid derivative represented by the formula [I], wherein R¹ represents a hydrogen atom or a C₁ to C₄ alkyl group and M represents an alkali metal, with a benzyl derivative represented by the formula [II], wherein R² represents, for example, a hydrogen atom or a halogen atom, A represents, for example, a nitrogen atom, X represents a halogen atom, and Y represents, for example, an oxygen atom, in an aromatic hydrocarbon solvent in the presence of a phase transfer catalyst or a tertiary amine.

Claims

1. A method for producing a 2-aminonicotinic acid benzyl ester derivative of formula (III), comprising:

reacting a 2-aminonicotinic acid derivative represented by the following formula [I];

2. A method for producing a 2-aminonicotinic acid benzyl ester derivative of formula (III), comprising:

reacting a 2-aminonicotinic acid inorganic salt derivative represented by the following formula [IV];

3. A method for producing a 2-aminonicotinic acid benzyl ester derivative of formula (III), comprising:

reacting a 2-aminonicotinic acid derivative represented by the following formula [VI];