136818-43-4

Basic information

• Product Name: 6-FLUORO-1H-INDOLE-2-CARBOXYLIC ACID METHYL ESTER
• Synonyms: AKOS JY2082942;6-FLUORO-1H-INDOLE-2-CARBOXYLIC ACID METHYL ESTER;6-FLUOROINDOLE-2-CARBOXYLIC ACID METHYL ESTER;METHYL 6-FLUORO-1H-INDOLE-2-CARBOXYLATE;Ethyl6-fluoro-1H-indole-2-carboxylate;1H-Indole-2-carboxylic acid, 6-fluoro-, Methyl ester;Methyl 6-fluoro-1H-indol-2-carboxylate;methyl 6-fluoroindole-2-carboxylate
• CAS NO: 136818-43-4
• Molecular Formula: C₁₀H₈FNO₂
• Molecular Weight: 193.17
• Product Categories: pharmacetical
• Mol File: 136818-43-4.mol
• Article Data: 19

Chemical Properties

• Melting Point: 156 °C
• Boiling Point: 345.872°C at 760 mmHg
• Flash Point: 162.978°C
• Appearance: /
• Density: 1.291g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.6
• Storage Temp.: 2-8°C
• PKA: 14.37±0.30(Predicted)
• CAS DataBase Reference: 6-FLUORO-1H-INDOLE-2-CARBOXYLIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 6-FLUORO-1H-INDOLE-2-CARBOXYLIC ACID METHYL ESTER(136818-43-4)
• EPA Substance Registry System: 6-FLUORO-1H-INDOLE-2-CARBOXYLIC ACID METHYL ESTER(136818-43-4)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 136818-43-4(Hazardous Substances Data)

Usage

General Description

6-FLUORO-1H-INDOLE-2-CARBOXYLIC ACID METHYL ESTER is a chemical compound with the molecular formula C10H8FNO2. It is an ester derived from the carboxylic acid form of indole. 6-FLUORO-1H-INDOLE-2-CARBOXYLIC ACID METHYL ESTER is commonly used in organic synthesis and medicinal chemistry for the production of pharmaceuticals and other biologically active molecules. It exhibits strong potential for use in drug discovery due to its structural features and diverse pharmacological properties. Additionally, it is a versatile building block for the synthesis of various indole derivatives, making it a valuable tool in the field of organic chemistry.

InChI:InChI=1/C11H10FNO2/c1-2-15-11(14)10-5-7-3-4-8(12)6-9(7)13-10/h3-6,13H,2H2,1H3

Upstream product

• 67-56-1 methanol 
• 3093-97-8 6-fluoro-1H-indole-2-carboxylic acid 
• 59142-68-6 2-bromo-4-fluorobenzaldehyde 
• 5680-79-5 glycine ethyl ester hydrochloride 
• 459-57-4 4-fluorobenzaldehyde 
• 136818-42-3 C₁₀H₈FN₃O₂ 
• 1816-92-8 Methyl azidoacetate 

Downstream Products

• 3093-97-8 6-fluoro-1H-indole-2-carboxylic acid 
• 933746-81-7 6-fluoro-1H-indole-2-carbaldehyde 
• 884048-32-2 (6-fluoro-1H-indol-2-yl)methanol 
• 2836-69-3 6-fluoro N,N-Diethyltryptamine 
• 52579-22-3 1'-deoxy-1'-(6-fluoroindolyl)-β-D-ribofuranose 
• 399-51-9 6-fluoro-1H-indole 
• 882043-81-4 1-(2'-deoxy-5'-O-tert-butyldiphenylsilyl-3'-O-mesyl-β-D-erythro-pentofuranosyl)-6-fluoroindole 
• 943524-15-0 1-(2'-deoxy-5'-O-tert-butyldiphenylsilyl-β-D-erythro-pentofuranosyl)-6-fluoroindole 
• 882043-75-6 1-[2'-deoxy-3',5'-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]-6-fluoroindole 
• 1584144-62-6 N-(4-(dimethylamino)phenethyl)-3-ethyl-6-fluoro-1H-indole-2-carboxamide 
• 1584144-59-1 3-ethyl-6-fluoro-1H-indole-2-carboxylic acid 

Relevant articles and documents

Divergent synthesis of indole-2-carboxylic acid derivatives via ligand-free copper-catalyzed ullmann coupling reaction

— This article describes a ligand-free copper-catalyzed Ullmami coupling reaction for the preparation of divergent indole-2-carboxylic acid derivatives including esters, amides and anhydrides. Various compounds 3, which could be synthesized from aldehydes conveniently, were used as substrate to provide the corresponding indole-2-carboxylic acid derivatives in moderate to good vields.

A Bu4N[Fe(CO)3(NO)]-Catalyzed Hemetsberger–Knittel Indole Synthesis

The nucleophilic Fe complex Bu4N[Fe(CO)3(NO)] (TBA[Fe]) catalyzes the direct intramolecular amination of aryl vinyl azides to give the corresponding indole derivatives in good to excellent yields.

A porous metal-organic cage constructed from dirhodium paddle-wheels: Synthesis, structure and catalysis

Self-assembly of dirhodium(ii) tetraacetate (Rh2(OAc)4) with a dicarboxylic acid 3,3′-(1,3-phenylenebis(ethyne-2,1-diyl))dibenzoic acid (H2pbeddb) gives rise to a metal-organic cage (MOC) containing Rh-Rh bonds with the formula of [Rh4(pbeddb)4(H2O)2(DMAC)2] (MOC-Rh-1). Single-crystal X-ray diffraction analysis reveals that MOC-Rh-1 shows a lantern-type cage structure, in which a pair of Rh2(CO2)4 paddlewheels is linked by four diacid ligands. The dimensions of the inner cavity of MOC-Rh-1 are 9.5 × 14.8 ?2 (atom-to-atom distances across opposite metal and phenyl groups of pbeddb2-). In the solid phase, the cages are aligned by π-π stacking to form one-dimensional channels (9.5 × 11.1 ?2) through cage windows. Therefore, the crystalline samples of MOC-Rh-1 are porous with the inner and outer cavities of the cages accessible under the heterogeneous condition. MOC-Rh-1 has been fully characterized by EA, TGA, PXRD, IR, UV-vis and XPS measurements. The catalytic tests disclose that activated MOC-Rh-1 is effective in the intramolecular C-H amination of vinyl, dienyl and biaryl azides, leading to the formation of indoles, pyrroles and carbazoles, respectively, and the porous catalyst can be recycled easily and used for at least nine runs without significant loss of activity. In the nine runs, the conversions were in the range of 93-99%, whereas in the tenth run, the conversion was reduced to 78%.