2-(Pyridin-3-yl)-1,3,4-oxadiazole

Base Information

• Chemical Name: 2-(Pyridin-3-yl)-1,3,4-oxadiazole
• CAS No.: 65943-95-5
• Molecular Formula: C7H5N3O
• Molecular Weight: 147.136
• Hs Code.: 29339900
• DSSTox Substance ID: DTXSID10984428
• Nikkaji Number: J3.118.403G
• Wikidata: Q72498193
• Mol file: 65943-95-5.mol

Synonyms:2-(pyridin-3-yl)-1,3,4-oxadiazole;65943-95-5;3-(1,3,4-Oxadiazol-2-yl)pyridine;2-(3-pyridyl)-1,3,4-oxadiazole;18160-05-9;2-pyridin-3-yl-1,3,4-oxadiazole;3-[1,3,4]Oxadiazol-2-yl-pyridine;pyridine, 3-(1,3,4-oxadiazol-2-yl)-;EC-000.1758;SCHEMBL1186921;DTXSID10984428;WKTRMACWCCVROF-UHFFFAOYSA-N;MFCD00816745;ODZ101268;STK663264;3-[1.3.4]oxadiazol-2-yl-pyridine;5-(3-Pyridinyl)-1,3,4-oxadiazole;AKOS002235792;beta-(1,3,4-oxadiazol-2-yl)pyridine;CCG-324843;AM807098;AS-61196;CS-0249631;FT-0687888;EN300-44169;A15740;A849161;J-011598;J-510406

Chemical Property of 2-(Pyridin-3-yl)-1,3,4-oxadiazole

Chemical Property:

• Vapor Pressure: 0.00339mmHg at 25°C
• Melting Point: 75-76 °C(Solv: ethyl acetate (141-78-6); ligroine (8032-32-4))
• Boiling Point: 291.5oC at 760 mmHg
• PKA: 2.04±0.12(Predicted)
• Flash Point: 140.3oC
• PSA: 51.81000
• Density: 1.255g/cm3
• LogP: 1.13160
• Storage Temp.: 2-8°C
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 147.043261791
• Heavy Atom Count: 11
• Complexity: 131

Purity/Quality:

98%Min ^*data from raw suppliers

2-(Pyridin-3-yl)-1,3,4-oxadiazole 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CN=C1)C2=NN=CO2

Technology Process of 2-(Pyridin-3-yl)-1,3,4-oxadiazole

There total 7 articles about 2-(Pyridin-3-yl)-1,3,4-oxadiazole 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: 93.0%

Nicotinic acid hydrazide (553-53-7) + orthoformic acid triethyl ester (122-51-0) → 2-(pyridin-3-yl)-1,3,4-oxadiazole (65943-95-5)

Guidance literature:

With hydrazine hydrate; In ethanol; at 140 ℃; Sealed tube;

DOI:10.1039/c2cc36711d

Reference yield: 79.0%

Nicotinic acid hydrazide (553-53-7) + nitromethane (75-52-5) → 2-(pyridin-3-yl)-1,3,4-oxadiazole (65943-95-5)

Guidance literature:

With polyphosphoric acid; at 95 - 105 ℃; for 1.5h; chemoselective reaction;

DOI:10.1039/c9ra00976k

Reference yield: 40.0%

Nicotinic acid hydrazide (553-53-7) + sodium chlorodifluoroacetate (1895-39-2) → 2-(pyridin-3-yl)-1,3,4-oxadiazole (65943-95-5)

Guidance literature:

With potassium phosphate; In acetonitrile; at 100 ℃; for 1h; Sealed tube; Inert atmosphere;

DOI:10.1016/j.cclet.2021.08.089

upstream raw materials:

Nicotinic acid hydrazide

trimethyl orthoformate

orthoformic acid triethyl ester

nicotinic acid

Downstream raw materials:

(2-(4-Fluoro-phenyl)-1-{[(S)-2-methyl-1-(5-pyridin-3-yl-[1,3,4]oxadiazole-2-carbonyl)-propylcarbamoyl]-methyl}-6-oxo-1,6-dihydro-pyrimidin-5-yl)-carbamic acid benzyl ester

2-(3-pyridinyl)-5-(4-methylphenylthio)-1,3,4-oxadiazole

2-(pyridin-3-yl)-5-(p-tolylethynyl)-1,3,4-oxadiazole

2-(phenylethynyl)-5-(pyridin-3-yl)-1,3,4-oxadiazole

Refernces

• 1、 Chang, Xiao-Yong,Chen, Ji-Jun,Gu, Qiang-Shuai,Jiang, Sheng-Peng,Li, Zhong-Liang,Liu, Lin,Liu, Xiao-Dong,Liu, Xin-Yuan,Su, Xiao-Long,Wang, Fu-Li,Yang, Chang-Jiang,Ye, Liu. "Copper-Catalyzed Enantioconvergent Cross-Coupling of Racemic Alkyl Bromides with Azole C(sp2)?H Bonds". supporting information. p. 380 - 384. Retrieved 2020/10/30.
• 2、 Aksenov, Alexander V.,Khamraev, Vladislav,Aksenov, Nicolai A.,Kirilov, Nikita K.,Domenyuk, Dmitriy A.,Zelensky, Vladimir A.,Rubin, Michael. "Electrophilic activation of nitroalkanes in efficient synthesis of 1,3,4-oxadiazoles". . p. 6636 - 6642. Retrieved 2019/03/14.