4-(Thiophen-3-yl)pyridine

Base Information

• Chemical Name: 4-(Thiophen-3-yl)pyridine
• CAS No.: 21308-82-7
• Molecular Formula: C9H7NS
• Molecular Weight: 161.22400
• European Community (EC) Number: 820-100-5
• DSSTox Substance ID: DTXSID401319004
• Nikkaji Number: J2.448.795D
• Mol file: 21308-82-7.mol

Synonyms:4-(Thiophen-3-yl)pyridine;21308-82-7;4-(3-Thienyl)pyridine;3-(4-pyridyl)-thiophene;4-thiophen-3-ylpyridine;SCHEMBL1356085;DTXSID401319004;WAA30882;MFCD01860051;AKOS004118748;SB52693;DS-10719;CS-0160946;C74026;EN300-379920;A911541

Chemical Property of 4-(Thiophen-3-yl)pyridine

Chemical Property:

• Melting Point: 138 °C
• PSA: 41.13000
• LogP: 2.81010
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 161.02992040
• Heavy Atom Count: 11
• Complexity: 121

Purity/Quality:

99% ^*data from raw suppliers

4-(THIOPHEN-3-YL)PYRIDINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CN=CC=C1C2=CSC=C2

Technology Process of 4-(Thiophen-3-yl)pyridine

There total 14 articles about 4-(Thiophen-3-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%

4-Chloropyridine (626-61-9) + Thien-3-ylboronic acid (6165-69-1) → 4-(thiophen-3-yl)-pyridine (21308-82-7)

Guidance literature:

With potassium phosphate; C₂₈H₃₁ClN₂Ni; triphenylphosphine; In toluene; tert-butyl alcohol; at 90 ℃; for 2.5h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.joc.6b02666

Reference yield: 94.0%

C10H9NOS → 4-(thiophen-3-yl)-pyridine (21308-82-7)

Guidance literature:

With potassium tert-butylate; oxygen; In toluene; at 80 ℃; for 14h;

DOI:10.1021/acs.orglett.9b00563

Reference yield: 92.0%

3-Bromothiophene (872-31-1) + C9H12BN2O2(1-)*H(1+) → 4-(thiophen-3-yl)-pyridine (21308-82-7)

Guidance literature:

With potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; ruphos; In butan-1-ol; at 100 ℃; for 25h; Inert atmosphere;

DOI:10.1055/s-0030-1261218

upstream raw materials:

3-thienyl lithium

N-ethoxycarbonylpyridinium chloride

3-Bromothiophene

diethyl (pyridin-4-yl)borane

Downstream raw materials:

1-Methyl-4-(3-thienyl)-pyridiniumjodid

(6R,7R)-8-Oxo-7-phenylacetylamino-3-(4-pyridin-4-yl-thiophen-2-ylsulfanyl)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester

2-(2,4-dinitrophenylthio)-4-(4-pyridyl)thiophene

C₁₅H₁₀N₃O₄S⁽¹⁺⁾*Cl^(1-)

Refernces

• 1、 Che, Yuan-Yuan,Deng, Xuezu,Feng, Chao,Lin, Ling-Zhi,Pei, Bingbing,Yue, Yanni. "Palladium-Catalyzed Electrophilic Functionalization of Pyridine Derivatives through Phosphonium Salts". supporting information. p. 16414 - 16419. Retrieved 2020/07/20.
• 2、 Quagliotto,Barbero,Barolo,Buscaino,Carfora,Prosperini,Viscardi. "Water based surfactant-assisted synthesis of thienylpyridines and thienylbipyridine intermediates". . p. 468 - 479. Retrieved 2016/12/16.