125309-34-4Relevant academic research and scientific papers
A facile and rapid preparation of hydroxamic acids by hydroxylaminolysis using DBU as base
Beillard, Audrey,Bhurruth-Alcor, Yushma,Bouix-Peter, Claire,Bouquet, Karinne,Chambon, Sandrine,Clary, Laurence,Harris, Craig S.,Millois, Corinne,Mouis, Grégoire,Ouvry, Gilles,Pierre, Romain,Reitz, Arnaud,Tomas, Loic
supporting information, p. 2165 - 2170 (2016/05/02)
While there are many protocols for the preparation of hydroxamic acids from their corresponding carboxylic acid or carboxylic ester precursors, most use strong mineral bases that can lead to carboxylic acid impurities that can be difficult to remove using standard chromatographic techniques. This problem is exacerbated when the carbonyl group is hindered. Herein, we communicate a robust hydroxylaminolysis protocol for the preparation of hydroxamic acids in high yield and purity.
Two Routes to 4-Fluorobenzisoxazol-3-one in the Synthesis of a 5-HT4 Partial Agonist
Widlicka, Daniel W.,Murray, John C.,Coffman, Karen J.,Xiao, Chunguang,Brodney, Michael A.,Rainville, Joseph P.,Samas, Brian
, p. 233 - 241 (2016/03/04)
A potent 5-HT4 partial agonist, 1 (PF-04995274), targeted for the treatment of Alzheimer's disease and cognitive impairment, has been prepared on a multi-kilogram scale. The initial synthetic route, that proceeded through a 4-substituted 3-hydroxybenzisoxazole core, gave an undesired benzoxazolinone through a Lossen-type rearrangement. Route scouting led to two new robust routes to the desired 4-substituted core. Process development led to the efficient assembly of the API on a pilot plant scale under process-friendly conditions with enhanced throughput. In addition, crystallization of a hemicitrate salt of the API with pharmaceutically beneficial properties was developed to enable progression of clinical studies.
Isoxazole derivatives
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, (2008/06/13)
An isoxazole compound having the following formula: wherein R1 represents hydrogen, halogen, alkyl, alkoxy, hydroxyl, alkylthio, amino, alkanoyl, alkanoylamino, alkanoyloxy, alkoxycarbonyl, carboxy, (alkylthio)thiocarbonyl, carbamoyl, nitro or cyano; R2 represents an amino; m is 1; n is 1 to 6; ring A represents a phenyl ring or a naphthyl ring; and X represents oxygen or sulfur. The isoxazole compound has an excellent monoamine oxidase inhibitory activity, and is useful for treating Parkinson's disease, depression and Alzheimer's disease.
