156270-06-3

Basic information

• Product Name: 1H-PYRROLO[2,3-B]PYRIDINE-3-CARBOXYLIC ACID
• Synonyms: 7-AZAINDOLE-3-CARBOXYLIC ACID;1H-PYRROLO[2,3-B]PYRIDINE-3-CARBOXYLIC ACID;Methyl 7-azaindole-3-carboxylic acid;7-azaindole-3-carboxylic ...;1H-pyrrolo[2,3-b]pyridine-3-carbo×ylic acid;1H-Pyrrolo[2,3-b]pyridine-3-carboxylic acid, 3-Carboxy-1H-pyrrolo[2,3-b]pyridine;7-Azaindole-3-carboxylic acid 95%
• CAS NO: 156270-06-3
• Molecular Formula: C₈H₆N₂O₂
• Molecular Weight: 162.15
• Product Categories: Carboxylic Acids;Fused Ring Systems;Azaindoles
• Mol File: 156270-06-3.mol
• Article Data: 7

Chemical Properties

• Melting Point: 205-209 °C
• Boiling Point: 446.822 °C at 760 mmHg
• Flash Point: 224.03 °C
• Appearance: /
• Density: 1.507 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.743
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 0.52±0.20(Predicted)
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: 1H-PYRROLO[2,3-B]PYRIDINE-3-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-PYRROLO[2,3-B]PYRIDINE-3-CARBOXYLIC ACID(156270-06-3)
• EPA Substance Registry System: 1H-PYRROLO[2,3-B]PYRIDINE-3-CARBOXYLIC ACID(156270-06-3)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 156270-06-3(Hazardous Substances Data)

Usage

Chemical Properties

Solid

Uses

7-Azaindole-3-carboxylic acid is a reactant for synthesis of azaindol derivatives as new acrosin inhibitors and for preparation of triazoles via regioselective heterocyclizaiton reactions. It is also a reactant for synthesis of azaindolylcarboxy-endo-tropanamide.

InChI:InChI=1/C8H6N2O2/c11-8(12)6-4-10-7-5(6)2-1-3-9-7/h1-4H,(H,9,10)(H,11,12)

Upstream product

• 1065100-83-5 (1H-pyrrolo[2,3-b]pyridin-3-yl)methanol 
• 271-63-6 7-Azaindole 
• 76-02-8 trifluoroacetyl chloride 
• 269726-50-3 1-tert-butyl-3-cyano-7-azaindole 
• 269726-48-9 N-tert-butylaminomethylenesuccinonitrile 
• 4414-89-5 1H-pyrrolo[2,3-b]pyridine-3-carbonitrile 
• 269726-49-0 2-amino-1-tert-butyl-4-cyanopyrrole 
• 4649-09-6 1H-pyrrolo[2,3-b]pyridin-3-carbaldehyde 
• 163220-69-7 2,2,2-trichloro-1-(1H-pyrrolo[2,3-b]pyridin-3-yl)ethanone 
• 108-24-7 acetic anhydride 

Downstream Products

• 808137-94-2 1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid methyl ester 
• 1273122-75-0 C₁₇H₁₄N₂O₃ 
• 1273122-77-2 C₁₇H₁₃FN₂O₃ 
• 1273122-79-4 C₁₇H₁₃FN₂O₃ 
• 1273122-81-8 C₁₇H₁₃ClN₂O₃ 
• 1273122-83-0 C₁₈H₁₆N₂O₃ 
• 1273122-85-2 C₁₈H₁₆N₂O₄ 
• 1273122-87-4 C₁₉H₁₈N₂O₅ 
• 1273122-89-6 C₁₇H₁₂Cl₂N₂O₃ 
• 1273122-91-0 C₁₇H₁₂Cl₂N₂O₃ 
• 1273122-93-2 C₁₇H₁₂ClFN₂O₃ 
• 1273122-95-4 C₁₇H₁₂BrFN₂O₃ 
• 1273122-97-6 C₁₇H₁₂Cl₂N₂O₃ 
• 1273122-99-8 C₁₈H₁₄Cl₂N₂O₃ 

Relevant articles and documents

A practical synthesis of 7-azaindolylcarboxy-endo-tropanamide (DF 1012)

An optimised cost-effective synthesis of the new antitussive drug, DF1012, is herewith reported. The new synthetic route to the key intermediate DF1005 is based on the unusual deprotection step of the 1-tert-butyl-3-cyano-7-azaindole intermediate, which can also be regarded as a convenient way for the industrial production of the expensive 7-azaindole 1. The second key intermediate, endo-tropanamine 6, was obtained in high yield by a novel one-pot stereoselective process using a Pd-catalysed reductive amination procedure.

Synthesis method of 7-azaindole-3-carboxylic acid

The invention discloses a synthesis method of 7-azaindole-3-carboxylic acid. The synthesis method of the 7-azaindole-3-carboxylic acid comprises the following steps of adding 7-azaindole and water into a reaction kettle, stirring for 20 to 45min, then adding tetramethyl guanidine and zeolite, heating to 50 to 70 DEG C, adding formaldehyde after uniformly stirring and mixing, carrying out microwaveirradiation for 1 to 2h after uniformly stirring, then continuously stirring for reacting for 6 to 8h, filtering, dissolving a precipitate into dichloromethane, filtering again, carrying out vacuum distillation on a filter liquor, and recrystallizing to obtain 7-azaindole-3-methyl alcohol; oxidizing the 7-azaindole-3-methyl alcohol to obtain the 7-azaindole-3-carboxylic acid. The synthesis methodprovided by the invention is simple to operate, mild in conditions, less in byproducts, high in product purity, and higher in product yield.

PYRIDINONYL PDK1 INHIBITORS

The present invention provides pyridinonyl PDKl inhibitors and methods of treating cancer using the same.