55577-80-5

Upstream product

• 27602-76-2 2-(6-methoxy-2-naphthyl)propanal oxime 
• 23981-80-8 naproxen 
• 22204-53-1 (2S)-2-(6-methoxy(2-naphthyl))propanoic acid 

Downstream Products

• 22204-53-1 (2S)-2-(6-methoxy(2-naphthyl))propanoic acid 
• 110599-10-5 2-hydroxyethyl 2-(6-methoxy-2-naphthyl)propanoate 
• 158877-62-4 2-(6-Methoxy-naphthalen-2-yl)-propionic acid (benzoyl-ethoxycarbonylmethyl-amino)-methyl ester 

Relevant academic research and scientific papers

NAPROXCINOD PROCESS AND SOLID DISPERSION

Processes for the preparation of naproxcinod and its purification, solid dispersions of naproxcinod with a pharmaceutically acceptable carrier, and processes for making dispersions. Also provided is crystalline 2-(S)-(4-chlorobutyl)-2-(6-methoxy-2-naphthyl)-propanoate and methods for its preparation.

Production of racemic 2-(6-methoxy-2-naphthyl) propionic acid of precursors thereof

In producing (±)-2-(6-methoxy-2-naphthyl)propionic acid or precursor thereof from 2-bromo-6-methoxynaphthalene, use is made of 2-bromo-6-methoxynaphthalene formed by (a) methylating 6-bromo-2-naphthol with methyl chloride in a solvent comprising one or more compounds, RZ, where R is a hydrogen atom or an alkyl group, and Z is --OH or --CN provided that if Z is --CN, R is alkyl, and in the presence of a strong base; and (b) recovering and purifying 2-bromo-6-methoxynaphthalene so formed. Preferably, the 6-bromo-2-naphthol is formed by (1) reacting 1,6-dibromo-2-naphthol with hydrogen, in a solvent comprising (a) organic halide in which the halogen has an atomic number of 35 or less or (b) a mixture of water and such organic halide, and in the presence of catalytically effective amounts of (i) a tungsten carbide-based catalyst, and (ii) phase transfer catalyst; and (2) separating 6-bromo-2-naphthol from the organic halide solvent so that the 6-bromo-2-naphthol is substantially free of halogen-containing impurities before use in the above methylation reaction. This technology makes possible reductions in quantities of co-products formed, eliminates need for use of excess iron and/or dimethyl sulfate as reaction components, and makes possible improvements in plant operating efficiency. Precursors of (±)-2-(6-methoxy-2-naphthyl)propionic acid formed from such 2-bromo-6-methoxynaphthalene are Grignard reagent of 2-bromo-6-methoxynaphthalene, bis(6-methoxy-2-naphthyl)zinc, 6-methoxy-2-naphthylzinc halide, 6-methoxy-2-naphthyllithium, 6-methoxy-2-naphthylcopper(I), bis(6-methoxy-2-naphthyl)cadmium, 6-methoxy-2-naphthylcadmium halide, and 6-methoxy-2-vinylnaphthalene.

Nitric esters having anti-inflammatory and/or analgesic activity and process for their preparation

This invention is directed to nitric esters of derivatives of propionic acid, 1-(p-chlorobenzoyl)-5-methoxy-2-methyl-3-indolylacetic acid, 5-benzoyl-1,2-dihydro-3H-pyrrolo?1,2-a!pyrrole-1-carboxylic acid, 6-methoxy-2-napthylacetic acid, characterized in that they have the following general formula: STR1 These nitric ester derivatives may be formulated into pharmaceutical compositions and administered for their anti-inflammatory and/or analgesic activity.

Process for the resolution of (+)-6-methoxy-α-methyl-2-naphthaleneacetic acid into the corresponding enantiomers

An improved process for the resolution of (+)-6-methoxy-α-methyl-2-naphthaleneacetic acid into the corresponding enantiomers by using L-threo-(+)-2-amino-1-(4-nitrophenyl)-1,3-propanediol and L-threo-(+)-2-amino-1-(4-methylmercaptophenyl)-1,3-propanediol.