2-(Benzo[b]thiophen-2-yl)pyridine

Base Information

• Chemical Name: 2-(Benzo[b]thiophen-2-yl)pyridine
• CAS No.: 38210-35-4
• Molecular Formula: C13H9NS
• Molecular Weight: 211.287
• Hs Code.: 2934999090
• European Community (EC) Number: 623-784-1
• ChEMBL ID: CHEMBL611627
• DSSTox Substance ID: DTXSID10467685
• Nikkaji Number: J1.462.743J,J2.438.565E
• Wikidata: Q72504648
• Mol file: 38210-35-4.mol

Synonyms:2-(benzo(b)thiophen-2-yl)pyridine

Chemical Property of 2-(Benzo[b]thiophen-2-yl)pyridine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 123-127 °C
• Refractive Index: 1.685
• Boiling Point: 380.659 °C at 760 mmHg
• PKA: 3.80±0.19(Predicted)
• Flash Point: 179.373 °C
• PSA: 41.13000
• Density: 1.232 g/cm³
• LogP: 3.96330
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: soluble in Toluene
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 211.04557046
• Heavy Atom Count: 15
• Complexity: 219

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-(2-Pyridyl)benzo[b]thiophene ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C(S2)C3=CC=CC=N3

Technology Process of 2-(Benzo[b]thiophen-2-yl)pyridine

There total 25 articles about 2-(Benzo[b]thiophen-2-yl)pyridine 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: 98.0%

2-chloropyridine (109-09-1) + benzo[b]thiophene-2-boronic acid (98437-23-1) → 2-(benzothiophen-2-yl)pyridine (38210-35-4)

Guidance literature:

With C₈₄H₆₄Cl₃N₃Pd; potassium carbonate; In ethanol; at 80 ℃; for 2h;

DOI:10.1002/cctc.201701076

Reference yield: 97.0%

2-bromo-pyridine (109-04-6) + benzo[b]thiophene-2-boronic acid (98437-23-1) → 2-(benzothiophen-2-yl)pyridine (38210-35-4)

Guidance literature:

With bis(triphenylphosphine)palladium(II) dichloride; potassium carbonate; In 1,2-dimethoxyethane; water; at 80 ℃; for 14h;

DOI:10.1002/chem.201304314

Reference yield: 93.0%

1-iodo-2-((2-pyridinyl)ethynyl)benzene (1119275-23-8) → 2-(benzothiophen-2-yl)pyridine (38210-35-4)

Guidance literature:

With copper diacetate; potassium ethyl xanthogenate; (R)-1,1'-binaphthyl-2,2'-diamine; In N,N-dimethyl-formamide; at 80 ℃; for 35h; Inert atmosphere;

DOI:10.1039/c3ob26915a

upstream raw materials:

2-bromo-pyridine

benzo[b]thiophene-2-boronic acid

benzo[b]thiophene-2-boric acid

2-chloropyridine

Downstream raw materials:

C₂₂H₁₂F₅NOS

(4-Fluorophenyl)(2-(pyridin-2-yl)benzo[b]thiophen-3-yl)methanone

Refernces

• 1、 Horan, Alexandra M.,Duong, Vincent K.,McGarrigle, Eoghan M.. "Synthesis of Bis-heteroaryls Using Grignard Reagents and Pyridylsulfonium Salts". supporting information. p. 9089 - 9093. Retrieved 2021/11/30.
• 2、 Canivet, Jér?me,Grousset, Léonie,Hisler, Ga?lle,Mohr, Yorck,Quadrelli, Elsje Alessandra,Roux, Yoann,Wisser, Florian M.. "Nickel-catalyzed and Li-mediated regiospecific C-H arylation of benzothiophenes". . p. 3155 - 3161. Retrieved 2020/06/19.