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Novel 4-aminopyridine and 6-aminopyrimidine carboxylates as herbicides

A C1-C6, alkyl technology, applied in the field of new 4-aminopyridine and 6-aminopyrimidine carboxylates as herbicides, can solve problems affecting crop yields, etc.

Pending Publication Date: 2021-08-24
CORTEVA AGRISCIENCE LLC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Weeds compete with crops and adversely affect crop yields

Method used

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  • Novel 4-aminopyridine and 6-aminopyrimidine carboxylates as herbicides
  • Novel 4-aminopyridine and 6-aminopyrimidine carboxylates as herbicides
  • Novel 4-aminopyridine and 6-aminopyrimidine carboxylates as herbicides

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0188] Preparation method of compound

[0189] Exemplary methods of synthetic (I) compounds are provided below.

[0190] The 3,5-di-substituted-4-amino-6- (optionally substituted phenyl or pyridyl) pyridine-2-formic acid can be prepared in a variety of ways. As shown in Scheme I, the 4-amino-6-chlorine-pyridin-2-formate of formula (II) can be coupled to the suzuki of boric acid or ester, such as potassium fluoride and catalyst such as double (three Phenylphosphine) - Palladium (II) of Palladium (II) in the polaromy solvent mixture such as acetonitrile - water in, for example, 110 ° C, for example, converted into a 4-amino group of formula (III) in a microwave reactor- 6- Substituted - pyridine-2-formate, wherein Ar is as defined herein (reactive A 1 ). The 4-amino-6-substituted-pyridine-2-formate of the formula (III) can be converted to the formula (IV) by reaction with the iodinated reagent such as methanol, such as methanol, such as methanol, such as methanol. 5-iodo-4-amino-6-s...

Embodiment 1

[0231] Example 1: Preparation 4-amino-3,6-dichloro - pyridin-2-formate (head a)

[0232]

[0233] For the fabrication of Fields et al., WO 2001051468 A1 is prepared.

Embodiment 2

[0234] Example 2: Preparation 4-amino-3,6-dichloro-5-fluorine-pyridine-2-formate (head B)

[0235]

[0236] For example, Tetrahedron Letters 2010, 51, 79-81 is prepared in Tetrahedron Letters 2010, 51, 79-81.

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PUM

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Abstract

The present invention provides 4-Amino-6-(pyridyl and 2-substitutedphenyl)-picolinic acids and their derivatives; 6- amino-2-(pyridyl and 2-substitutedphenyl)-pyrimidine-4-carboxylates and their derivatives; and methods of using the same as herbicides.

Description

[0001] The application for this invention is based on the filing date of March 12, 2014, the application number is 201480026863.4 (the international application number is PCT / US2014 / 024285), and the invention name is "Novel 4-aminopyridine and 6-aminopyrimidine as herbicides" Divisional application of the patent application "Carboxylic acid ester". [0002] Cross-references to related applications [0003] This application claims the benefit of U.S. Provisional Application 61 / 791,892, filed on March 15, 2013, and the disclosed contents of 61 / 791,892 are expressly incorporated into this application by reference. Background technique [0004] The development of undesirable vegetation such as weeds is an ongoing problem that farmers encounter on crops, pastures and other sites. Weeds compete with crops and adversely affect crop yields. The use of chemical herbicides is an important tool in controlling undesirable vegetation. [0005] There remains a need for new chemical herb...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D239/34C07D213/79C07D213/803C07D239/47C07D401/04C07F7/08A01N43/40A01N43/54A01P13/00
CPCA01N43/40A01N43/54
Inventor J·D·埃克尔巴杰J·B·埃普L·G·费希尔N·C·詹彼得罗J·基斯特J·佩特库斯J·罗思N·M·萨奇维P·R·施米策T·L·西多尔C·N·耶基斯
Owner CORTEVA AGRISCIENCE LLC