906775-85-7

Upstream product

• 577-16-2 2-Methylacetophenone 
• 1279106-36-3 (Z)-N-(4-bromophenyl)-N'-[1-o-tolylethylidene]hydrazine 
• 16419-60-6 2-Methylphenylboronic acid 

Downstream Products

• 1279103-46-6 5-(5-Methyl-2-pyridin-2-yl-thiazol-4-yl)-2-o-tolyl-1H-indole 
• 1279106-38-5 1-Benzenesulfonyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-2-o-tolyl-1H-indole 
• 1279106-37-4 Benzenesulfonyl-5-bromo-2-o-tolyl-1H-indole 
• 1279106-39-6 Benzenesulfonyl-5-(5-methyl-2-pyridin-2-yl-thiazol-4-yl)-2-o-tolyl-1H-indole 

Relevant academic research and scientific papers

Synthesis method of nitrogenous medicine intermediate indole derivative

The invention relates to a synthesis method of an indole derivative shown by a nitrogenous medicine intermediate (III). The method comprises the following steps of in a solvent and in the insert gas atmosphere, under the existence of catalysts, nitrogenous ligands and acid promoters, a compound shown by a formula (I) and a compound shown by a formula (II) take a reaction; after the reaction is completed, post treatment is performed, so that a compound shown by the formula (III) is obtained. The formulas (I), (II) and (III) are shown as the accompanying drawing, wherein the R1 is selected from H or halogen; the R2 is selected from H, C1-C6 alkyls, C1-C6 alkoxy or halogen; or R2 and the substituted phenyl jointly form naphthyl. The method has the advantages that through the comprehensive selection and cooperation of the proper substrates, catalysts, nitrogenous ligands, acid promoters, solvents and the like, the range of the substrates is expanded; the aryl-substituted indol compound can be obtained at a good yield, so that the good application prospects and study values are realized in the field of organic chemical synthesis. The fire-new method is provided for the synthesis of the compounds of the kind.

The Development of a Palladium-Catalyzed Tandem Addition/Cyclization for the Construction of Indole Skeletons

A palladium-catalyzed tandem addition/cyclization of 2-(2-aminoaryl)acetonitriles with arylboronic acids has been developed for the first time, achieving a new strategy for direct construction of indole skeletons. This system shows good functional group tolerance and remarkable chemoselectivity. In particular, the halogen (e.g., bromo and iodo) substituents are amenable to further synthetic elaborations thereby broadening the diversity of the products. Preliminary mechanistic experiments indicate that this transformation involves sequential nucleophilic addition followed by an intramolecular cyclization.

INDOLE DERIVATIVES AS CRAC MODULATORS

Compounds of the formula I: or pharmaceutically acceptable salts thereof, wherein R1, R2, R3 and R4 are as defined herein. Also disclosed are methods of making the compounds and using the compounds for treatment of diseases associated with calcium release-activated calcium channels (CRAC).