4-Bromo-1H-pyrazole

Base Information

• Chemical Name: 4-Bromo-1H-pyrazole
• CAS No.: 2075-45-8
• Molecular Formula: C3H3BrN2
• Molecular Weight: 146.974
• Hs Code.: 29331990
• European Community (EC) Number: 629-057-5
• NSC Number: 522023
• UNII: JCB5VB9RTA
• DSSTox Substance ID: DTXSID50174826
• Nikkaji Number: J51.208G
• Wikidata: Q27458577
• ChEMBL ID: CHEMBL4440111
• Mol file: 2075-45-8.mol

Synonyms:4-bromopyrazole

Chemical Property of 4-Bromo-1H-pyrazole

Chemical Property:

• Appearance/Colour: White to cream crystalline powder
• Vapor Pressure: 0.027mmHg at 25°C
• Melting Point: 93-96 °C(lit.)
• Refractive Index: 1.602
• Boiling Point: 254.999 °C at 760 mmHg
• PKA: 12.71±0.50(Predicted)
• Flash Point: 108.038 °C
• PSA: 28.68000
• Density: 1.905 g/cm³
• LogP: 1.17220
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform, DMSO, Methanol
• Water Solubility.: Slightly soluble in water.
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 145.94796
• Heavy Atom Count: 6
• Complexity: 48.1

Purity/Quality:

98%, ^*data from raw suppliers

4-Bromo-1H-pyrazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=NN1)Br
• Uses: 4-Bromopyrazole can be used as starting material employed in a synthesis of 1,4′-bipyrazoles and in suzuki reaction. suzuki reaction As a mono substituted pyrozole, 4-Bromopyrazole can be used as Inhibitor of human liver alcohol dehydrogenase and used in mutagenicity study with the L-arabinose resistance test of Salmonella typhimurium.

Technology Process of 4-Bromo-1H-pyrazole

There total 12 articles about 4-Bromo-1H-pyrazole 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: 100.0%

NH-pyrazole (288-13-1) → 4-bromo-1H-pyrazole (2075-45-8)

Guidance literature:

With bromine; In dichloromethane; at 0 ℃;

DOI:10.3987/COM-10-11954

Reference yield:

(S)-flurbiprofenyl 4-bromopyrazolide → 4-bromo-1H-pyrazole (2075-45-8) + (S)-(+)-flurbiprofen (5104-49-4,51543-38-5,51543-39-6,51543-40-9)

Guidance literature:

With water; sodium hydroxide; at 4 ℃; for 24h;

DOI:10.1016/j.procbio.2011.01.017

Reference yield:

NH-pyrazole (288-13-1) + ethyl 2-bromoisobutyrate (600-00-0) → 4-bromo-1H-pyrazole (2075-45-8) + ethyl 2-(4-bromo-1H-pyrazol-1-yl)-2-methylpropanoate (1040377-17-0) + ethyl 3-(4-bromo-1H-pyrazol-1-yl)-2-methylpropanoate

Guidance literature:

NH-pyrazole; ethyl 2-bromoisobutyrate; With sodium t-butanolate; In N,N-dimethyl-formamide;

With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione;

upstream raw materials:

3,5-pyrazoledicarboxylic acid

NH-pyrazole

Methyl 4-pyridazinyl ketone

4-bromo-1H-pyrazole-3-carboxylic acid

Downstream raw materials:

Methyl 4-pyridazinyl ketone

2-Amino-4-(4-bromo-pyrazol-1-yl)-6-methylsulfanyl-pyrimidine-5-carbonitrile

1H-pyrazole-4-carboxylic acid

4-bromo-1-methyl-1H-pyrazole

Refernces

• 1、 Abou-Hamdan, Hussein,Désaubry, Laurent. "Scalable 9-Step Synthesis of the Splicing Modulator NVS-SM2". . p. 2954 - 2958. Retrieved 2018.
• 2、 Acharya, Moulinath,Chakraborty, Ayan,Chakraborty, Manas Pratim,Das, Rahul,Koley, Tuhin Subhra,Mukherjee, Arindam,Purkait, Kallol,Roy, Shantanu Saha,Roy, Souryadip. "Cytotoxic Ruthenium(II) Complexes of Pyrazolylbenzimidazole Ligands That Inhibit VEGFR2 Phosphorylation". supporting information. p. 18379 - 18394. Retrieved 2021/12/01.
• 3、 -. "PROCESSES AND INTERMEDIATES FOR MAKING A JAK INHIBITOR". Paragraph 0120-0121. . Retrieved 2019/08/22.