84117-86-2

Upstream product

• 1477-50-5 Indole-2-carboxylic acid 
• 36805-97-7 N,N-dimethylformamide di-tert-butyl acetal 
• 67-56-1 methanol 
• 67-63-0 isopropyl alcohol 
• 27532-96-3 glycine tert-butyl ester hydrochloride 
• 6630-33-7 ortho-bromobenzaldehyde 
• 906552-00-9 3-(2'-nitrophenyl)-(E)-propenoic acid tert-butyl ester 
• 612-41-9 2-nitrocinnamic acid 
• 86302-43-4 (tert-Butoxycarbonylmethylene)triphenylphosphorane 
• 552-89-6 2-nitro-benzaldehyde 
• 98946-18-0 tert-Butyl 2,2,2-trichloroacetimidate 
• 865-47-4 potassium tert-butylate 
• 75-65-0 tert-butyl alcohol 
• 250213-43-5 tert-butyl 2-azido-3-hydroxy-3-phenylpropionate 

Downstream Products

• 741606-10-0 tert-butyl 1-[2-acetoxy-3-(4-octylphenoxy)propyl]indole-2-carboxylate 
• 84117-81-7 1-<3-(benzoylthio)-2-methyl-1-oxopropyl>indole-2-carboxylic acid 
• 84117-87-3 tert-butyl 1-<3-(benzoylthio)-2-methyl-1-oxopropyl>indole-2-carboxylate 
• 1230882-51-5 C₂₄H₂₅NO₄ 
• 1352949-73-5 tert-butyl 1-(3-(3-(3-(benzyloxycarbonyl)benzyl)-4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]decan-8-yl)propyl)-1H-indole-2-carboxylate 
• 1352949-72-4 3-((8-(3-(2-(tert-butoxycarbonyl)-1H-indol-1-yl)propyl)-4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]decan-3-yl)methyl)benzoic acid 
• 136382-34-8 1-(benzyloxycarbonyl)-1H-indole-2-carboxylic acid 
• 1477-50-5 Indole-2-carboxylic acid 
• 120-72-9 indole 

Relevant academic research and scientific papers

Synthesis of Indoles by Reductive Cyclization of Nitro Compounds Using Formate Esters as CO Surrogates

Alkyl and aryl formate esters were evaluated as CO sources in the Pd- and Pd/Ru-catalyzed reductive cyclization of 2-nitrostyrenes to give indoles. Whereas the use of alkyl formates requires the presence of a ruthenium catalyst such as Ru3(CO)12, the reaction with phenyl formate can be performed by using a Pd/phenanthroline complex alone. Phenyl formate was found to be the most effective CO source and the desired products were obtained in excellent yields, often higher than those previously reported using pressurized CO. The reaction tolerates many functional groups, including sensitive ones like a free aldehydic group or a pendant pyrrole. Detailed experiments and kinetic studies allow to conclude that the activation of phenyl formate is base-catalyzed and that the metal doesn't play a role in the decarbonylation step. The reactions can be performed in a single thick-walled glass tube with as little as 0.2 mol-% palladium catalyst and even on a 2 g scale. The same protocol can be extended to other nitro compounds, affording different heterocycles.

Synthesis of N-Heterocycles by Reductive Cyclization of Nitro Compounds using Formate Esters as Carbon Monoxide Surrogates

A series of alkyl and aryl formate esters were evaluated as CO sources in the Pd- and Pd/Ru-catalyzed reductive cyclization of substituted nitro compounds to afford heterocycles, especially indoles. Phenyl formate was found to be the most effective, and it allowed the desired products to be obtained in excellent yields, often higher than those previously reported with pressurized CO. Through detailed experiments and kinetic studies, we were able to discern between metal-catalyzed and base-mediated activation of phenyl formate and confirmed that just the base was effective in catalyzing its decarbonylation.

Tandem Wittig – Reductive annulation decarboxylation approach for the synthesis of indole and 2-substituted indoles

A simple tandem Wittig reaction-reductive decarboxylation route is established for the synthesis of indoles from commercially available o-nitrobenzaldehydes and a stable phosphorane. The method allows access to indoles in a very fast manner without involving any metal or expensive reagents or inert atmosphere. Also 2-substituted indoles are obtained which forms an important core of many biological active compounds.

MACROCYCLIC INHIBITORS OF THE PD-1/PD-L1 AND CD80/PD-L1 PROTEIN/PROTEIN INTERACTIONS

The present disclosure provides novel macrocyclic peptides which inhibit the PD-1/PD-Ll and PD-L1/CD80 protein/protein interaction, and thus are useful for the amelioration of various diseases, including cancer and infectious diseases. wherein: A is selected from a bond.

Pyrrole- and indole-containing tranylcypromine derivatives as novel lysine-specific demethylase 1 inhibitors active on cancer cells

On the basis of previous research showing the capability of N-carbobenzyloxy-(Z-)amino acid-tranylcypromine (-TCPA) derivatives to inhibit LSD1, we inserted at the 4-amino-TCPA moiety first a Z-Pro (9) and a Z-Gly (10) residue and then, after the encouraging data obtained for 9, a pyrrole and an indole ring in which the relative N1 position carried a acetophenone, a N-phenyl/benzylacetamide, or a Z chain (11a-f and 12a-f, respectively). In both series, the Z-pyrrole and indole derivatives 11e, f and 12e, f displayed high LSD1 inhibitory activity. The compounds are able to inhibit LSD1 in NB4 cells, increasing the expression of two related genes, GFI-1b and ITGAM, and to induce cell growth arrest in the AML MB4-11 and APL NB4 cell lines. This journal is

Ligand-free copper-catalyzed one-pot synthesis of indole-2-carboxylic esters

A simple, efficient, and facile synthetic route for the preparation of indole-2-carboxylic esters was described. The cascade reactions of 2-bromobenzaldehyde and glycine ester hydrochloride were promoted by Cu 2O and a base to provide the corresponding products in good yields. Commercially available, inexpensive substrates and reagents were employed under mild reaction conditions in this one-pot operation, which is complementary to existing methods for access to 2-substituted indoles. A simple, efficient, and facile synthetic route to indole-2-carboxylic esters through copper-catalyzed one-pot cascade reactions of commercially available, inexpensive 2-bromobenzaldehyde and glycine ester hydrochloride without the use of any external ligand under mild conditions is reported. Copyright

Ligand-Free Copper-Catalyzed One-Pot Synthesis of Indole-2-carboxylic Esters

A simple, efficient, and facile synthetic route for the preparation of indole-2-carboxylic esters was described. The cascade reactions of 2-bromobenzaldehyde and glycine ester hydrochloride were promoted by Cu2O and a base to provide the corresponding products in good yields. Commercially available, inexpensive substrates and reagents were employed under mild reaction conditions in this one-pot operation, which is complementary to existing methods for access to 2-substituted indoles.

D2 ANTAGONISTS, METHODS OF SYNTHESIS AND METHODS OF USE

Provided are D2 or D3 antagonist compounds and pharmaceutical compositions of formula I and pharmaceutically acceptable salts thereof, or isomers thereof, wherein R1, R2 and R3 are as defined herein. The invention further comprises methods for making the compounds of the invention and methods for the treatment of conditions mediated by the dopamine D2 or D3 receptor from the compounds of the invention.

Enantioselective hydrogenation of indoles derivatives catalyzed by Walphos/rhodium complexes

The enantioselective hydrogenation of indole esters has been carried out efficiently in the presence of a rhodium catalyst modified by Walphos-type chiral ligands. The addition of a base can be beneficial in some catalytic conditions.

Convenient synthesis of pyrrole- and indolecarboxylic acid tert-butylesters

The tert-butylesters of pyrrole- and indolecarboxylic acids are readily accessed by reacting the appropriate carboxylic acids with N,N-dimethylformamide di-tert-butyl acetal.