171919-36-1

Basic information

• Product Name: 1H-Pyrrolo[2,3-b]pyridine-3-carboxaldehyde, 1-methyl- (9CI)
• Synonyms: 1H-Pyrrolo[2,3-b]pyridine-3-carboxaldehyde, 1-methyl- (9CI);1-Methyl-1H-pyrrolo[2,3-b]pyridine-3-carboxaldehyde;1-Methy-1H-Pyrrolo[2,3-b]pyridine-3-carbaldehyde;1-Methyl-1H-Pyrrolo[2,3-B]Pyridine-3-Carbaldehyde(WX624086)
• CAS NO: 171919-36-1
• Molecular Formula: C₉H₈N₂O
• Molecular Weight: 160.17262
• EINECS: 604-604-1
• Product Categories: ALDEHYDE
• Mol File: 171919-36-1.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 334.8 °C at 760 mmHg
• Flash Point: 156.3 °C
• Appearance: /
• Density: 1.21 g/cm³
• Vapor Pressure: 2.12E-05mmHg at 25°C
• Refractive Index: 1.747
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 1H-Pyrrolo[2,3-b]pyridine-3-carboxaldehyde, 1-methyl- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrolo[2,3-b]pyridine-3-carboxaldehyde, 1-methyl- (9CI)(171919-36-1)
• EPA Substance Registry System: 1H-Pyrrolo[2,3-b]pyridine-3-carboxaldehyde, 1-methyl- (9CI)(171919-36-1)

Safety Data

• Hazardous Substances Data: 171919-36-1(Hazardous Substances Data)

Usage

General Description

1H-Pyrrolo[2,3-b]pyridine-3-carboxaldehyde, 1-methyl- (9CI) is a chemical compound with a systematic name of 1-methyl-1H-pyrrolo[2,3-b]pyridine-3-carboxaldehyde. It is a derivative of pyrrolo[2,3-b]pyridine and contains a carboxaldehyde functional group and a methyl group. 1H-Pyrrolo[2,3-b]pyridine-3-carboxaldehyde, 1-methyl- (9CI) is commonly used in organic synthesis as a starting material for the production of various pharmaceuticals and chemical compounds. It has also been studied for its potential medicinal properties, including its use as an anticancer agent and in the treatment of inflammatory and autoimmune diseases. However, its exact applications and properties may vary depending on the specific context and the synthesis method used.

InChI:InChI=1/C8H6N2O/c11-5-6-4-10-8-7(6)2-1-3-9-8/h1-5H,(H,9,10)

Upstream product

• 50-00-0 formaldehyd 
• 27257-15-4 1-methyl-1H-pyrrolo[2,3-b]pyridine 
• 271-63-6 7-Azaindole 
• 4649-09-6 1H-pyrrolo[2,3-b]pyridin-3-carbaldehyde 
• 616-38-6 carbonic acid dimethyl ester 
• 74-88-4 methyl iodide 
• 68-12-2 N,N-dimethyl-formamide 
• 67-68-5 dimethyl sulfoxide 
• 110-18-9 N,N,N,N,-tetramethylethylenediamine 

Downstream Products

• 1355338-02-1 6-methoxy-2-(1-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-4-phenylquinoline 
• 1198277-81-4 1-methyl-4-phenyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde 
• 441712-69-2 trans-4-[1-[[2-[1-methyl-3-(1H-pyrrolo[2,3-b]pyridinyl)]-6-benzoxazolyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid 
• 441715-88-4 C₃₀H₃₃FN₄O₅ 
• 171919-37-2 1-methyl-1H-pyrrolo<2,3-b>pyridine-3-carboxylic acid 
• 1094709-34-8 1-methyl-3-[(E)-2-nitrovinyl]-1H-pyrrolo[2,3-b]pyridine 

Relevant articles and documents

Cobalt-Catalyzed Enantioselective C–H Arylation of Indoles

Atropoisomeric (hetero)biaryls are scaffolds with increasing importance in the pharmaceutical and agrochemical industries. Although it is the most obvious disconnection to construct such compounds, the direct enantioselective C–H arylation through the concomitant induction of the chiral information remains extremely challenging and uncommon. Herein, the unprecedented earth-abundant 3d-metal-catalyzed atroposelective direct arylation is reported, furnishing rare atropoisomeric C2-arylated indoles. Kinetic studies and DFT computation revealed an uncommon mechanism for this asymmetric transformation, with the oxidative addition being the rate- and enantio-determining step. Excellent stereoselectivities were reached (up to 96% ee), while using an unusual N-heterocyclic carbene ligand bearing an essential remote substituent. Attractive dispersion interactions along with positive C–H-π interactions exerted by the ligand were identified as key factors to guarantee the excellent enantioselection.

I2-mediated C3-formylation of indoles by tertiary amine and H2O

An I2-promoted 3-formylation of free (N-H) and N-substituted indoles with tetramethylethylenediamine (TMEDA) and H2O as the carbonyl source is achieved, providing 3-formylindole in moderate to excellent yields with good functional gr

The copper-catalyzed C-3-formylation of indole C-H bonds using tertiary amines and molecular oxygen

A copper-catalyzed formylation reaction has been developed by employing oxygen (O2) as the clean oxidant. The C-H bonds of indoles were C-3-formylated by tetramethylethylenediamine (TMEDA) and water (H2O; in situ formed and external added water) as the carbonyl source in moderate to good yields with good functional group tolerance. Thus, it represents a facile procedure leading to 3-formylindoles. Copyright