117252-05-8

Upstream product

• 72934-37-3 3-(4-chlorophenyl)-1-cyclopropanecarboxylic acid 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 74-89-5 methylamine 
• 64399-27-5 1-(4-chlorophenyl)-1-cyclopropanecarbonitrile 
• 140-53-4 p-chlorobenzyl cyanide 
• 67-56-1 methanol 

Downstream Products

• 633317-81-4 1-(4-chlorophenyl)cyclopropanecarbohydrazide 
• 80866-81-5 1-(4-chlorophenyl)-1-cyclopropanemethanol 

Relevant academic research and scientific papers

Protecting-group-free synthesis of hydroxyesters from amino alcohols

The synthesis of hydroxyesters from carboxylic acids and unprotected amino alcohols in both continuous flow and batch processes is reported. The formation of a transient diazonium species with a dinitrite reagent is key in this transformation. The reaction conditions are compatible with a variety of functional groups.

Electrophilic Bromolactonization of Cyclopropyl Diesters Using Lewis Basic Chalcogenide Catalysts

An efficient and regioselective electrophilic bromolactonization of cyclopropylmethyl diesters using triphenylphosphine sulfide (Ph3PS) or diphenyl selenide (Ph2Se) as the Lewis basic chalcogenide catalyst has been developed. It was observed that Ph3PS favored the formation of anti-diastereomer and yielded the multi-functional γ-lactones. Interestingly, the diastereoselectivity was reversed when using Ph2Se as a catalyst where the syn-product instead of the anti-product was favored. (Figure presented.).

RORGAMMA MODULATORS AND USES THEREOF

The present invention provides novel compounds of formula (la) that are modulators of RORgamma. These compounds, and pharmaceutical compositions comprising the same, are suitable means for treating any disease wherein the modulation of RORgamma has therapeutic effects, for instance in autoimmune diseases, autoimmune-related diseases, inflammatory diseases, metabolic diseases, fibrotic diseases, or cholestatic diseases.

Mild Esterification of Carboxylic Acids via Continuous Flow Diazotization of Amines

A new continuous flow protocol for the diazotization of methylamine with 1,3-propanedinitrite in THF is reported. The synthesis of methyl esters was achieved in high yields from a variety of carboxylic acids in 20 min at 90 °C. Additionally, this protocol was extended to other aryl and alkyl amines, namely secondary amines, to produce various substituted esters in high yield using 2-MeTHF as a solvent. The reaction conditions were compatible with many functional groups, namely nitrogen-containing heterocycles, alkynes, alkenes, alcohols, and phenols. Mechanistic investigations reveal that the reaction appears to proceed through a transient diazonium species rather than a diazo intermediate.

Efficient phosphonium-mediated synthesis of 2-amino-1,3,4-oxadiazoles

We present an efficient, room temperature procedure for the preparation of 2-amino-1,3,4-oxadiazoles. Oxadiazol-2-ones can be activated for SnAr substitution using phosphonium reagents (e.g., BOP). This approach provides convenient access to N,