6-pyridin-3-yl-1H-indole

Base Information

• Chemical Name: 6-pyridin-3-yl-1H-indole
• CAS No.: 147621-19-0
• Molecular Formula: C₁₃H₁₀N₂
• Molecular Weight: 194.236
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID50439947
• Wikidata: Q82256059
• ChEMBL ID: CHEMBL4175955
• Mol file: 147621-19-0.mol

Synonyms:6-pyridin-3-yl-1H-indole;147621-19-0;6-(PYRIDIN-3-YL)-1H-INDOLE;6-(3-pyridinyl)indole;6-(3-pyridinyl)-1H-indole;SCHEMBL7497614;CHEMBL4175955;DTXSID50439947;FUNQPHBGDXAVGZ-UHFFFAOYSA-N;AKOS006292662;SB33733;CS-0446945;FT-0650966;A808670

Chemical Property of 6-pyridin-3-yl-1H-indole

Chemical Property:

• Vapor Pressure: 7.07E-07mmHg at 25°C
• Refractive Index: 1.688
• Boiling Point: 420.1 °C at 760 mmHg
• Flash Point: 192.9 °C
• PSA: 28.68000
• Density: 1.211 g/cm³
• LogP: 3.22990
• Storage Temp.: 2-8°C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 194.084398327
• Heavy Atom Count: 15
• Complexity: 217

Purity/Quality:

98%min ^*data from raw suppliers

6-Pyridin-3-yl-1H-indole 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CN=C1)C2=CC3=C(C=C2)C=CN3

Technology Process of 6-pyridin-3-yl-1H-indole

There total 5 articles about 6-pyridin-3-yl-1H-indole 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: 94.0%

6-chloroindole (17422-33-2) + 3-pyridylboronic acid (1692-25-7) → 6-(pyridin-3-yl)-1H-indole (147621-19-0)

Guidance literature:

With potassium phosphate; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; tricyclohexylphosphine; In 1,4-dioxane; water; at 100 ℃; for 18h;

DOI:10.1002/anie.200503479

Reference yield: 93.0%

3-Chloropyridine (626-60-8) + potassium (1H-indol-6-yl)trifluoroborate → 6-(pyridin-3-yl)-1H-indole (147621-19-0)

Guidance literature:

With palladium diacetate; sodium carbonate; ruphos; In ethanol; at 85 ℃; for 16h; Inert atmosphere;

DOI:10.1021/jo802590b

Reference yield: 84.0%

1-[(2-nitrophenyl)methyl]-6-(3-pyridyl)indole → 6-(pyridin-3-yl)-1H-indole (147621-19-0)

Guidance literature:

With hydrazine; In 1,4-dioxane; water; for 0.166667h; Inert atmosphere; UV-irradiation;

DOI:10.1016/j.tetlet.2015.01.007

upstream raw materials:

3-Bromopyridine

6-indolylboronic acid

6-chloroindole

3-pyridylboronic acid

Refernces

• 1、 Wendell, Chloe I.,Boyd, Michael J.. "Reevaluation of the 2-nitrobenzyl protecting group for nitrogen containing compounds: An application of flow photochemistry". supporting information. p. 897 - 899. Retrieved 2015/02/05.
• 2、 Kudo, Noriaki,Perseghini, Mauro,Fu, Gregory C.. "A versatile method for suzuki cross-coupling reactions of nitrogen heterocycles". . p. 1282 - 1284. Retrieved 2007/10/03.