70380-75-5

Basic information

• Product Name: 5-(4-PYRIDYL)-1,3-OXAZOLE
• Synonyms: 5-(4-PYRIDYL)-1,3-OXAZOLE;5-(Pyridin-4-yl)-1,3-oxazole;5-(Pyridin-4-yl)-1,3-oxazole 97%;5-(PYRID-4-YL)OXAZOLE;4-(1,3-Oxazol-5-yl)pyridine97%
• CAS NO: 70380-75-5
• Molecular Formula: C₈H₆N₂O
• Molecular Weight: 146.15
• Mol File: 70380-75-5.mol
• Article Data: 9

Chemical Properties

• Melting Point: 122-125
• Boiling Point: 274.6 °C at 760 mmHg
• Flash Point: 126.3 °C
• Appearance: /
• Density: 1.179 g/cm³
• Vapor Pressure: 0.00897mmHg at 25°C
• Refractive Index: 1.547
• PKA: 3.41±0.10(Predicted)
• CAS DataBase Reference: 5-(4-PYRIDYL)-1,3-OXAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4-PYRIDYL)-1,3-OXAZOLE(70380-75-5)
• EPA Substance Registry System: 5-(4-PYRIDYL)-1,3-OXAZOLE(70380-75-5)

Safety Data

• Statements: 36
• Safety Statements: 26
• Hazardous Substances Data: 70380-75-5(Hazardous Substances Data)

Usage

General Description

5-(4-Pyridyl)-1,3-oxazole is a chemical compound with the molecular formula C8H6N2O. It is a heterocyclic aromatic compound that contains both a pyridine and an oxazole ring. 5-(4-PYRIDYL)-1,3-OXAZOLE is used as a synthetic intermediate in the preparation of pharmaceuticals and agrochemicals. It has also been studied for its potential biological activities, including as an anti-cancer agent and as a selective COX-2 inhibitor. Additionally, 5-(4-Pyridyl)-1,3-oxazole has been investigated for its potential role in the development of novel materials and as a building block for organic synthesis.

InChI:InChI=1/C8H6N2O/c1-3-9-4-2-7(1)8-5-10-6-11-8/h1-6H

Upstream product

• 872-85-5 pyridine-4-carbaldehyde 
• 38622-91-2 [(p-methylphenyl)sulfonylmethyl]isonitrile 
• 29166-72-1 N,N,N′,N′-tetramethyl-N″-tert-butylguanidine 
• 288-42-6 oxazol 
• 19524-06-2 4-bromopyridine hydrochloride 

Downstream Products

• 892548-23-1 2-iodo-5-(4-pyridyl)oxazole 
• 1435232-03-3 5-(pyridin-4-yl)-2-(3,4,5-trimethoxyphenyl)oxazole 
• 1435232-34-0 (E)-5-(pyridin-4-yl)-2-(3,4,5-trimethoxystyryl)oxazole 

Relevant articles and documents

Convergent and Practical Synthesis of Fluorescent Triphenylamine Derivatives and Their Localization in Living Cells

In the search for new fluorescent triphenylamine (TP) derivatives, we studied the influence of the position and substitution of diverse heterocyclic substituents. A library of 10 fluorescent triphenylamines bearing either oxazoles or thiazoles and pyridiniums, substituted at different positions has been developed. The approach is based on a convergent C?H activation reaction between pyridine-oxazoles or pyridine-thiazoles and di-iodo triphenylamine. We showed that the nature and substitution pattern of the 5-membered- (oxazole, thiazole) or 6-membered heterocycle (pyridine) has a strong influence on their fluorescence properties and on their localization in living cells as they stain either the nucleus or mitochondria.

Reaction Conditions for the Regiodivergent Direct Arylations at C2- or C5-Positions of Oxazoles using Phosphine-Free Palladium Catalysts

Two sets of reaction conditions for the regiodivergent C2- or C5- direct arylations of oxazole are reported. In both cases, phosphine-free catalysts and inexpensive bases were employed allowing the access to the arylated oxazoles in moderate to high yields. Using Pd(OAc)2/KOAc as catalyst and base, regioselective C5-arylations were observed; whereas, using Pd(acac)2/Cs2CO3 system, the arylation occurred at the C2-position of oxazole. The higher reactivity of C5-H bond of oxazole as compared to the C2-H bond in the presence of Pd(OAc)2/KOAc system is consistent with a concerted metalation deprotonation mechanism; whereas the C2-arylation likely occurs via a simple base deprotonation of the oxazole C2-position. Then, from these C2- or C5-arylated oxazoles, a second palladium-catalyzed direct C?H bond arylation affords 2,5-diaryloxazoles with two different aryl groups. We also applied these sequential arylations to the straightforward synthesis of 2-arylphenanthro[9,10-d]oxazoles via three C?H bond functionalization steps. The Ru-catalyzed C?H arylation of the aryl unit of 2-aryloxazoles is also described. (Figure presented.).

Synthesis and evaluation of photophysical properties of Series of π-conjugated oxazole dyes

Incorporation of π-conjugated spacers at the 2 or 5 position of a 2,5-disubstitutedaryloxazole led to new series of fluorescent dyes. They show emissions from visible to 700 nm along with significant Stokes shift up to 208 nm and a strong solvatochromic fluorescence. These compounds are easily accessible in one step through direct C-H bond functionalization.