5-(4-Pyridyl)-1,3-oxazole

Base Information

• Chemical Name: 5-(4-Pyridyl)-1,3-oxazole
• CAS No.: 70380-75-5
• Molecular Formula: C8H6N2O
• Molecular Weight: 146.148
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID40353188
• Nikkaji Number: J1.621.583J
• Wikidata: Q82130656
• ChEMBL ID: CHEMBL1643353
• Mol file: 70380-75-5.mol

Synonyms:5-(4-pyridyl)-1,3-oxazole;70380-75-5;5-(Pyridin-4-yl)oxazole;4-(1,3-oxazol-5-yl)pyridine;5-pyridin-4-yl-1,3-oxazole;4-Oxazol-5-yl-pyridine;CHEMBL1643353;5-(4-pyridyl)oxazole;Pyridine,4-(5-oxazolyl)-;5-(Pyridin-4-yl)-1,3-oxazole;SCHEMBL3183163;DTXSID40353188;AFQAOCIKCVFASO-UHFFFAOYSA-N;BDBM50440377;MFCD00085162;STK524384;AKOS005199339;AT34250;PS-4619;5-(4-pyridyl)-1,3-oxazole, AldrichCPR;CS-0235421;FT-0619673;EN300-156519;Z1201618990

Chemical Property of 5-(4-Pyridyl)-1,3-oxazole

Chemical Property:

• Vapor Pressure: 0.00897mmHg at 25°C
• Melting Point: 122-125
• Refractive Index: 1.547
• Boiling Point: 274.6 °C at 760 mmHg
• PKA: 3.41±0.10(Predicted)
• Flash Point: 126.3 °C
• PSA: 38.92000
• Density: 1.179 g/cm³
• LogP: 1.73660
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 146.048012819
• Heavy Atom Count: 11
• Complexity: 123

Purity/Quality:

98%min ^*data from raw suppliers

4-(1,3-Oxazol-5-yl)pyridine ^*data from reagent suppliers

Safty Information:

• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=CC=C1C2=CN=CO2

Technology Process of 5-(4-Pyridyl)-1,3-oxazole

There total 3 articles about 5-(4-Pyridyl)-1,3-oxazole 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: 99.0%

pyridine-4-carbaldehyde (872-85-5) + [(p-methylphenyl)sulfonylmethyl]isonitrile (38622-91-2,36635-61-7) → 4-(oxazol-5-yl)pyridine (70380-75-5)

Guidance literature:

With Ambersep 900(OH) ion exchange resin; In methanol; 1,2-dimethoxyethane; for 2h; Reflux;

DOI:10.1016/j.ejmech.2016.12.001

Reference yield: 87.0%

oxazol (288-42-6) + 4-bromopyridine hydrochloride (19524-06-2) → 4-(oxazol-5-yl)pyridine (70380-75-5)

Guidance literature:

With potassium acetate; palladium diacetate; In N,N-dimethyl acetamide; at 100 ℃; for 24h; regioselective reaction; Inert atmosphere;

DOI:10.1002/adsc.201900641

Reference yield: 82.0%

pyridine-4-carbaldehyde (872-85-5) + N,N,N′,N′-tetramethyl-N″-tert-butylguanidine (29166-72-1) → 4-(oxazol-5-yl)pyridine (70380-75-5)

Guidance literature:

With [(p-methylphenyl)sulfonylmethyl]isonitrile; In acetonitrile; at 70 ℃; for 12h;

DOI:10.1021/ol006912n

upstream raw materials:

pyridine-4-carbaldehyde

[(p-methylphenyl)sulfonylmethyl]isonitrile

N,N,N′,N′-tetramethyl-N″-tert-butylguanidine

oxazol

Downstream raw materials:

2-iodo-5-(4-pyridyl)oxazole

(E)-5-(pyridin-4-yl)-2-(3,4,5-trimethoxystyryl)oxazole

5-(pyridin-4-yl)-2-(3,4,5-trimethoxyphenyl)oxazole

Refernces

• 1、 Zhang, Ming-Zhi,Mulholland, Nick,Seville, Anne,Hough, Gemma,Smith, Nicholas,Dong, Hong-Qiang,Zhang, Wei-Hua,Gu, Yu-Cheng. "First discovery of pimprinine derivatives and analogs as novel potential herbicidal, insecticidal and nematicidal agents". supporting information. . Retrieved 2020/12/21.
• 2、 Zhang, Ming-Zhi,Jia, Chen-Yang,Gu, Yu-Cheng,Mulholland, Nick,Turner, Sarah,Beattie, David,Zhang, Wei-Hua,Yang, Guang-Fu,Clough, John. "Synthesis and antifungal activity of novel indole-replaced streptochlorin analogues". . p. 669 - 674. Retrieved 2016/12/14.