2-(Pyridin-3-yl)-4,5-dihydrooxazole

Base Information

• Chemical Name: 2-(Pyridin-3-yl)-4,5-dihydrooxazole
• CAS No.: 40055-37-6
• Molecular Formula: C8H8N2O
• Molecular Weight: 148.164
• DSSTox Substance ID: DTXSID00355224
• Nikkaji Number: J2.491.761D
• Wikidata: Q82133981
• Mol file: 40055-37-6.mol

Synonyms:2-(Pyridin-3-yl)-4,5-dihydrooxazole;40055-37-6;2-(3-Pyridyl)-2-oxazoline;Pyridine, 3-(4,5-dihydro-2-oxazolyl)-;2-pyridin-3-yl-4,5-dihydro-1,3-oxazole;Nicorandil Impurity 4;3-(4,5-dihydro-1,3-oxazol-2-yl)pyridine;SCHEMBL2722566;DTXSID00355224;BCP34345;CCG-2530;MFCD00183228;AKOS024259045;DS-9414;CS-0156819;FT-0698378;C75026;A873497

Chemical Property of 2-(Pyridin-3-yl)-4,5-dihydrooxazole

Chemical Property:

• Melting Point: 71 °C
• Boiling Point: 260 °C
• PKA: 4.13±0.12(Predicted)
• PSA: 34.48000
• Density: 1.23±0.1 g/cm3(Predicted)
• LogP: 0.29400
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 148.063662883
• Heavy Atom Count: 11
• Complexity: 168

Purity/Quality:

99.90% ^*data from raw suppliers

2-(3-Pyridyl)-2-oxazoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1COC(=N1)C2=CN=CC=C2
• Uses: 2-(3-Pyridyl)-2-oxazoline is an impurity of Nicorandil (N398500). Nicorandil impurity E.

Technology Process of 2-(Pyridin-3-yl)-4,5-dihydrooxazole

There total 15 articles about 2-(Pyridin-3-yl)-4,5-dihydrooxazole 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%

S-ethenyl-S-(4-methylphenyl)-N-tosylsulfilimine (64648-13-1,81115-85-7,81115-90-4) + nicotinamide (98-92-0,1255150-40-3) → 2-(pyridin-3-yl)-4,5-dihydrooxazole (40055-37-6)

Guidance literature:

With sodium hydride; In 1,2-dimethoxyethane; at 20 - 40 ℃; for 29h;

Reference yield: 93.0%

3-Bromopyridine (626-55-1,163928-56-1) + tert-butylisonitrile (119072-55-8,7188-38-7) + ethanolamine (141-43-5) → 2-(pyridin-3-yl)-4,5-dihydrooxazole (40055-37-6)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; caesium carbonate; palladium dichloride; In toluene; for 2h; Reflux; Inert atmosphere;

DOI:10.1021/ol202725y

Reference yield: 92.0%

pyridine-3-carbonitrile (100-54-9,121697-66-3,1232169-17-3,68271-95-4) + ethanolamine (141-43-5) → 2-(pyridin-3-yl)-4,5-dihydrooxazole (40055-37-6)

Guidance literature:

With bismuth(lll) trifluoromethanesulfonate; for 4h; Heating;

DOI:10.1055/s-2005-918951

upstream raw materials:

N-(2-nitroxyethyl)nicotinamide

S-ethenyl-S-(4-methylphenyl)-N-tosylsulfilimine

nicotinamide

nicotinic acid-(2-chloro-ethylamide); hydrochloride

Downstream raw materials:

N-(2-nitroxyethyl)nicotinamide

2-[5-(4,5-Dihydro-oxazol-2-yl)-1,2-dihydro-pyridin-2-yl]-N-phenyl-acetamide

nicotinoyloxyethylamine hydrochloride

Refernces

• 1、 Atri, Shalu,Bendi, Anjaneyulu,Rao, G. B. Dharma,Raza, Mohd Jamshaiya,Sharma, Nutan. "Ultrasound-Accelerated, Concise, and Highly Efficient Synthesis of 2-Oxazoline Derivatives Using Heterogenous Calcium Ferrite Nanoparticles and Their DFT Studies". . . Retrieved 2021/11/12.
• 2、 Zarei, Zeinab,Akhlaghinia, Batool. "Cu(II) immobilized on Fe3O4@Agarose nanomagnetic catalyst functionalized with ethanolamine phosphate–salicylaldehyde schiff base: A magnetically reusable nanocatalyst for preparation of 2-substituted imidazolines, oxazolines, and thiazolines". . p. 170 - 191. Retrieved 2018/02/17.