4-Amino-5-fluoro-3-chloro-6-(substituted)picolinates are prepared from trifluoroacetic acid, p-methoxyaniline, a 3,3-dialkoxyprop-1-yne and a substituted methylene amine by a series of steps.

4-Amino-5-fluoro-3-chloro-6-(substituted)picolinates are prepared from trifluoroacetic acid, p-methoxyaniline, a 3,3-dialkoxyprop-1-yne and a substituted methylene amine by a series of steps.

In one aspect, the invention relates to compounds having the formula: ##STR00001##
where R.sup.1-R.sup.6, a, b, and X are as defined in the specification, or a pharmaceutically acceptable salt thereof. These compounds have neprilysin inhibition activity. In another aspect, the invention relates to pharmaceutical compositions comprising such compounds; methods of using such compounds; and processes and intermediates for preparing such compounds.

In one aspect, the invention relates to compounds having the formula: ##STR00001##
where R.sup.1-R.sup.6, a, b, and X are as defined in the specification, or a pharmaceutically acceptable salt thereof. These compounds have neprilysin inhibition activity. In another aspect, the invention relates to pharmaceutical compositions comprising such compounds; methods of using such compounds; and processes and intermediates for preparing such compounds.

A method of forming a compound of formula (I) is provided. Some embodiments of the compound of formula (I) are known to have herbicidal activity.

##STR00001##

The method comprises combining a compound of formula (II) and a compound of formula (IIIa) or (IIIb), or a salt or ester thereof:

##STR00002##

in a liquid mixture comprising the compounds of formula (II), formula (IIIa) or (IIIb), water, a non-aqueous solvent, a surfactant, a catalyst, and a ligand at certain temperature, pH, and HLB ranges to form a chemical reaction product mixture comprising the compound of formula (I) and by-products.

The present invention relates to the use of compound (A) according to formula (I) having the chemical name: 3-chloro-5-(trifluoromethyl)pyridine-2-carboxylic acid) for inducing positive growth responses in plants, a composition comprising compound (A) and a new method of plant treatment wherein is compound (A) applied to a plant, a plant part, plant propagation material or the habitat the plant is growing in to induce positive growth responses.

The present invention relates to the use of compound (A) according to formula (I) having the chemical name: 3-chloro-5-(trifluoromethyl)pyridine-2-carboxylic acid) for inducing positive growth responses in plants, a composition comprising compound (A) and a new method of plant treatment wherein is compound (A) applied to a plant, a plant part, plant propagation material or the habitat the plant is growing in to induce positive growth responses.

The present application relates to compounds being of Formula (I), (II), (III), (IV), (V), (VI), (IIIa), (IIIb), (IIIc), (IIId), (IIIe), (IIIf), and (IIIg). Compounds of Formula (I) have the structure: ##STR00001##
wherein Q, R.sup.1, R.sup.18, R.sup.19, M, A and Y are as defined herein. The compounds of the application can modulate the activity of histone demethylases (HDMEs), and can be useful for the prevention and/or treatment of diseases in which genomic dysregulation is involved in the pathogenesis, e.g., cancer.

The present application relates to compounds being of Formula (I), (II), (III), (IV), (V), (VI), (IIIa), (IIIb), (IIIc), (IIId), (IIIe), (IIIf), and (IIIg). Compounds of Formula (I) have the structure: ##STR00001##
wherein Q, R.sup.1, R.sup.18, R.sup.19, M, A and Y are as defined herein. The compounds of the application can modulate the activity of histone demethylases (HDMEs), and can be useful for the prevention and/or treatment of diseases in which genomic dysregulation is involved in the pathogenesis, e.g., cancer.

Improved methods of synthesizing 6-aryl-4-aminopicolinates, such as arylalky and alkyl 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylates and arylalkyl and alkyl 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylates, are described herein. The improved methods include a direct Suzuki coupling step, which eliminates the protection/de-protection steps in the current chemical process, and therefore eliminates or reduces various raw materials, equipment and cycle time as well as modification of other process conditions including use of crude AP, use of ABA-diMe, and varying pH, catalyst concentration, solvent composition, and/or workup procedures. This invention was expanded to include synthesis of 2-aryl-6-aminopyrimidine-4-carboxylates.