2-(4-Bromo-1h-pyrazol-1-yl)pyridine

Base Information

• Chemical Name: 2-(4-Bromo-1h-pyrazol-1-yl)pyridine
• CAS No.: 77556-27-5
• Molecular Formula: C8H6 Br N3
• Molecular Weight: 224.05734
• Hs Code.: 2933990090
• European Community (EC) Number: 801-063-4
• DSSTox Substance ID: DTXSID50463025
• Wikidata: Q82287735
• Mol file: 77556-27-5.mol

Synonyms:2-(4-bromo-1h-pyrazol-1-yl)pyridine;77556-27-5;2-(4-Bromo-pyrazol-1-yl)-pyridine;2-(4-bromopyrazol-1-yl)pyridine;MFCD09038035;SCHEMBL3923413;DTXSID50463025;FQTMKCJYDXTYMK-UHFFFAOYSA-N;2-(4bromo-1H-pyrazol-1-yl)pyridine;AKOS010258969;AS-36546;SY042900;AM20061503;CS-0060619;EN300-220959;A848497;F2147-7834

Chemical Property of 2-(4-Bromo-1h-pyrazol-1-yl)pyridine

Chemical Property:

• Vapor Pressure: 0.000442mmHg at 25°C
• Melting Point: 74-75 oC (ethanol)
• Refractive Index: 1.682
• Boiling Point: 325.2°C at 760 mmHg
• Flash Point: 150.5°C
• PSA: 30.71000
• Density: 1.63g/cm³
• LogP: 2.02980
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 222.97451
• Heavy Atom Count: 12
• Complexity: 153

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-(4-bromo-1H-pyrazol-1-yl)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=NC(=C1)N2C=C(C=N2)Br

Technology Process of 2-(4-Bromo-1h-pyrazol-1-yl)pyridine

There total 3 articles about 2-(4-Bromo-1h-pyrazol-1-yl)pyridine 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: 97.0%

2-(pyrazol-1-yl)pyridine (25700-11-2) → 2-(4-bromo-1H-pyrazol-1-yl)pyridine (77556-27-5)

Guidance literature:

With bromine; In acetic acid; for 5h; Ambient temperature;

Reference yield:

pyrid-2-ylhydrazine (4930-98-7) → 2-(4-bromo-1H-pyrazol-1-yl)pyridine (77556-27-5)

Guidance literature:

Multi-step reaction with 2 steps

1: HCl / ethanol / 2 h / 75 °C

2: 82 percent / Br₂; AcOH / 3 h / 20 °C

With hydrogenchloride; bromine; acetic acid; In ethanol;

DOI:10.1021/jm049828c

Reference yield:

2-iodopyridine (5029-67-4) + 4-bromo-1H-pyrazole (2075-45-8) → 2-(4-bromo-1H-pyrazol-1-yl)pyridine (77556-27-5)

Guidance literature:

4-bromo-1H-pyrazole; With 1-methyl-pyrrolidin-2-one; sodium hydride; In mineral oil; for 0.0833333h; Inert atmosphere; Microwave irradiation;

2-iodopyridine; In mineral oil; at 180 ℃; for 0.333333h; Inert atmosphere; Microwave irradiation;

DOI:10.1021/jm200112k

upstream raw materials:

2-(pyrazol-1-yl)pyridine

pyrid-2-ylhydrazine

2-iodopyridine

4-bromo-1H-pyrazole

Downstream raw materials:

2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)pyridine

2-(4-bromopyrazol-1-yl)-5-nitropyridine

5-Nitro-2-(4-nitro-pyrazol-1-yl)-pyridine

Refernces

• 1、 Gupta, Shiv Shankar,Manisha,Kumar, Rakesh,Dhiman, Ankit Kumar,Sharma, Upendra. "Predictable site-selective functionalization: Promoter group assistedpara-halogenation ofN-substituted(hetero)aromatics under metal-free condition". . p. 9675 - 9687. Retrieved 2021/12/01.
• 2、 Roppe, Jeffrey,Smith, Nicholas D.,Huang, Dehua,Tehrani, Lida,Wang, Bowei,Anderson, Jeffrey,Brodkin, Jesse,Chung, Janice,Jiang, Xiaohui,King, Christopher,Munoz, Benito,Varney, Mark A.,Prasit, Petpiboon,Cosford, Nicholas D. P.. "Discovery of novel heteroarylazoles that are metabotropic glutamate subtype 5 receptor antagonists with anxiolytic activity". . p. 4645 - 4648. Retrieved 2007/10/03.