3250-74-6

Basic information

• Product Name: 3-(2H-TETRAZOL-5-YL)-PYRIDINE
• Synonyms: 5-(3-PYRIDYL)-1H-TETRAZOLE;5-(3-PYRIDYL)TETRAZOLE;AKOS B020828;3-(2H-TETRAZOL-5-YL)-PYRIDINE;3-(2H-TETRAAZOL-5-YL)PYRIDINE;BUTTPARK 14\02-73;ART-CHEM-BB B020828;IFLAB-BB F2124-0755
• CAS NO: 3250-74-6
• Molecular Formula: C₆H₅N₅
• Molecular Weight: 147.14
• EINECS: 426-810-8
• Product Categories: MOFS COFS
• Mol File: 3250-74-6.mol
• Article Data: 47

Chemical Properties

• Melting Point: 240 °C
• Boiling Point: 379.4 °C at 760mmHg
• Flash Point: 192.2 °C
• Appearance: /
• Density: 1.39 g/cm³
• Vapor Pressure: 5.88E-06mmHg at 25°C
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 5.99±0.12(Predicted)
• Water Solubility: Soluble in water (slightly).
• CAS DataBase Reference: 3-(2H-TETRAZOL-5-YL)-PYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2H-TETRAZOL-5-YL)-PYRIDINE(3250-74-6)
• EPA Substance Registry System: 3-(2H-TETRAZOL-5-YL)-PYRIDINE(3250-74-6)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 20/21/22-36/37/38-22
• Safety Statements: 26-36/37/39-36
• WGK Germany: 3
• HazardClass: IRRITANT-HARMFUL
• Hazardous Substances Data: 3250-74-6(Hazardous Substances Data)

Usage

Description

3-(2H-TETRAZOL-5-YL)-PYRIDINE is an organic compound that serves as a crucial intermediate in the synthesis of various pharmaceuticals. It is characterized by its unique molecular structure, which features a tetrazole ring fused to a pyridine ring. 3-(2H-TETRAZOL-5-YL)-PYRIDINE is known for its reactivity and is often utilized in chemical reactions to produce a wide range of pharmaceutically relevant molecules.

Uses

Used in Pharmaceutical Industry:
3-(2H-TETRAZOL-5-YL)-PYRIDINE is used as a pharmaceutical intermediate for the synthesis of various drugs. Its unique structure allows it to participate in a range of chemical reactions, making it a versatile building block in the development of new medications.
Used in Synthesis of 1-(4-bromo-phenyl)-3-(5-pyridin-3-yl-tetrazol-2-yl)-propan-1-one:
3-(2H-TETRAZOL-5-YL)-PYRIDINE is used as a reactant in the synthesis of 1-(4-bromo-phenyl)-3-(5-pyridin-3-yl-tetrazol-2-yl)-propan-1-one, a compound with potential pharmaceutical applications. The reaction involves the use of 1-(4-bromo-phenyl)-3-piperidino-propan-1-one, hydrochloride, and dimethylformamide as a solvent. The process requires a reaction time of 8 hours at a temperature of 150°C, yielding a product with a 31% yield.

InChI:InChI=1/C6H4N5/c1-2-5(4-7-3-1)6-8-10-11-9-6/h1-4H/q-1

Upstream product

• 100-54-9 pyridine-3-carbonitrile 
• 4648-54-8 trimethylsilylazide 
• 1193-92-6 3-pyridinealdoxime 
• 1120-90-7 3-iodopyridine 
• 500-22-1 3-pyridinecarboxaldehyde 
• 626-55-1 3-Bromopyridine 

Downstream Products

• 104186-22-3 2,6-Dimethyl-4-(5-pyridin-3-yl-tetrazol-2-ylmethyl)-phenol 
• 89546-87-2 2-methyl-5-(pyridin-3-yl)-1,3,4-oxadiazole 
• 21398-08-3 3-(5-phenyl-1,3,4-oxadiazol-2-yl)pyridine 
• 677347-79-4 3-(5-chloromethyl-1,3,4-oxadiazole-2-yl)-pyridine 

Relevant articles and documents

Synthesis of 5-Substituted 1 H-Tetrazoles from Nitriles by Continuous Flow: Application to the Synthesis of Valsartan

An efficient continuous flow process for the synthesis of 5-substituted 1H-tetrazoles is described. The process involves the reaction between a polymer-supported triorganotin azide and organic nitriles. The polymer-supported organotin azide, which is in situ generated with a polystyrene-supported triorganotin alkoxide and trimethylsilylazide, is immobilized in a packed bed reactor. This approach is simple, fast (it takes from 7.5 to 15 min), and guarantees a low concentration of tin residues in the products (5 ppm). The process was developed to aryl-, heteroaryl-, and also alkylnitriles and was applied for the synthesis of valsartan, an angiotensin II receptor antagonist.

Iron (III)-porphyrin Complex FeTSPP as an efficient catalyst for synthesis of tetrazole derivatives via [2?+?3]cycloaddition reaction in aqueous medium

The metal complex (5,10,15,20-tetrakis-(4-sulfonatophenyl)-porphyrin-iron (III) chloride (FeTSPP) was new employed in an environmentally benign protocol as an efficient catalyst for a “click” chemistry approach for the synthesis of tetrazole and guanindinyltetrazole derivatives via [2?+?3] cycloaddition reaction of nitriles and azide derivatives in aqueous medium. The synthesized compounds were obtained in excellent yield, short reaction times and a recoverable catalyst.

Biosynthesis of Pd/MnO2 nanocomposite using Solanum melongena plant extract and its application for the one-pot synthesis of 5-substituted 1H-tetrazoles from aryl halides

In this work, for the first time, Solanum melongena plant extract was used for the green synthesis of Pd/MnO2 nanocomposite via reduction osf Pd(II) ions to Pd(0) and their immobilization on the surface of manganese dioxide (MnO2) nanoparticles (NPs) as an effective support. The synthesized nanocomposite were characterized by various analytical techniques such as Fourier transform infrared (FT-IR), X-ray diffraction (XRD), transmission electron microscopy (TEM), field emission scanning electron microscopy (FESEM), energy dispersive X-ray spectroscopy (EDS) and UV–Vis spectroscopy. The catalytic activity of Pd/MnO2 nanocomposite was used as a heterogeneous catalyst for the one-pot synthesis of 5-substituted 1H-tetrazoles from aryl halides containing various electron-donating or electron-withdrawing groups in the presence of K4[Fe (CN)6] as non-toxic cyanide source and sodium azide. The products were obtained in good yields via a simple methodology and easy work-up. The nanocatalyst can be recycled and reused several times with no remarkable loss of activity.