5-Azaindole

Base Information

• Chemical Name: 5-Azaindole
• CAS No.: 271-34-1
• Molecular Formula: C7H6N2
• Molecular Weight: 398.224
• Hs Code.: 29339980
• European Community (EC) Number: 676-348-8
• DSSTox Substance ID: DTXSID80181563
• Nikkaji Number: J2.252.651K,J49.677D
• Wikidata: Q72444317
• Mol file: 271-34-1.mol

Synonyms:5-azaindole

Chemical Property of 5-Azaindole

Chemical Property:

• Appearance/Colour: off-white to yellowish crystalline powder
• Vapor Pressure: 0.003mmHg at 25°C
• Melting Point: 104.6-108.4°C
• Refractive Index: 1.697
• Boiling Point: 295.8 °C at 760 mmHg
• PKA: 15.20±0.30(Predicted)
• Flash Point: 137.4 °C
• PSA: 28.68000
• Density: 1.242 g/cm³
• LogP: 1.56290
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Water Solubility.: Hardly soluble in water. Soluble in methanol and chloroform.
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 118.053098200
• Heavy Atom Count: 9
• Complexity: 103

Purity/Quality:

99% ^*data from raw suppliers

5-Azaindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-41-37/38-22
• Safety Statements: 26-36/37/39-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CNC2=C1C=NC=C2
• Uses: 5-Azaindole is a factor VIIa inhibitor.Also useful intermediate for pharmaceutical application. 5-Azaindole is a factor VIIa inhibitor. Also useful intermediate for pharmaceutical application.

Technology Process of 5-Azaindole

There total 35 articles about 5-Azaindole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

4-chloro-1H-pyrrolo-[3,2-c]-pyridine (60290-21-3) → 5-azaindole (271-34-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol;

Reference yield: 95.0%

tert-butyl 1H-pyrrolo[3,2-c]pyridine-1-carboxylate (148760-75-2) → 5-azaindole (271-34-1)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1.5h;

Reference yield: 92.0%

3-(4-Morpholinovinylene)-4-nitropyridine 1-oxide (148760-46-7) → 5-azaindole (271-34-1)

Guidance literature:

With hydrogen; nickel; In ethanol; water; under 14.7 - 22.07 Torr; 1) 15 h, 20 deg C, 2) 3-5 h, 60 deg C;

DOI:10.1016/S0040-4020(01)80387-2

upstream raw materials:

N-(3-methyl-[4]pyridyl)-formamide

sodium formate

sodium anilide

1H-pyrrolo[3,2-c]pyridine-3-carboxylic acid

Downstream raw materials:

tert-butyl 1H-pyrrolo[3,2-c]pyridine-1-carboxylate

N₁-benzyl-5-azaindole

1-Benzenesulfonyl-1H-pyrrolo<3,2-c>pyridine

3-bromo-1H-pyrrolo[3,2-c]pyridine

Refernces

• 1、 -. "Synthesis method of 5-azaindole". Paragraph 0020-0031; 0032-0037; 0038-0043; 0044-0049. . Retrieved 2018/05/01.
• 2、 -. "HETEROCYCLIC COMPOUNDS AS PROTEIN KINASE INHIBITORS". Paragraph 0435. . Retrieved 2014/06/23.