4-Bromo-1-phenyl-1H-pyrazole

Base Information

• Chemical Name: 4-Bromo-1-phenyl-1H-pyrazole
• CAS No.: 15115-52-3
• Molecular Formula: C9H7BrN2
• Molecular Weight: 223.072
• Hs Code.: 2933199090
• European Community (EC) Number: 801-269-4
• DSSTox Substance ID: DTXSID30354922
• Nikkaji Number: J465.903A
• Wikidata: Q72511238
• Mol file: 15115-52-3.mol

Synonyms:4-Bromo-1-phenyl-1H-pyrazole;15115-52-3;4-bromo-1-phenylpyrazole;1H-Pyrazole, 4-bromo-1-phenyl-;1-phenyl-4-bromopyrazole;MFCD00234505;SCHEMBL152495;DTXSID30354922;DWPRPWBNLNTEFZ-UHFFFAOYSA-N;BCP26505;STK012541;AKOS000588753;CS-W002563;DS-14360;SY007255;4-Bromo-1-phenyl-1H-pyrazole, AldrichCPR;AM20030029;BB 0219937;FT-0645174;EN300-249803;2-Methoxypyridine-4-boronic?acid?,pinacol?ester;W-205716;BRD-K80803390-001-01-1;4-bromo-1-phenyl-1H-pyrazole;4-Bromo-1-phenylpyrazole;Z381354156;InChI=1/C9H7BrN2/c10-8-6-11-12(7-8)9-4-2-1-3-5-9/h1-7

Chemical Property of 4-Bromo-1-phenyl-1H-pyrazole

Chemical Property:

• Vapor Pressure: 0.00256mmHg at 25°C
• Melting Point: 78-79 °C
• Refractive Index: 1.64
• Boiling Point: 296.238 °C at 760 mmHg
• PKA: -1.34±0.10(Predicted)
• Flash Point: 132.96 °C
• PSA: 17.82000
• Density: 1.503 g/cm³
• LogP: 2.63480
• Storage Temp.: 2-8°C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 221.97926
• Heavy Atom Count: 12
• Complexity: 146

Purity/Quality:

97% ^*data from raw suppliers

4-Bromo-1-phenylpyrazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)N2C=C(C=N2)Br
• Uses: 4-Bromo-1-phenylpyrazole is used to prepare canagliflozin aryl C-glucoside with thiophene ring as sodium-dependent glucose co-transporter 2 (SGLT2) inhibitor for treatment of type 2 diabetes mellitus.

Technology Process of 4-Bromo-1-phenyl-1H-pyrazole

There total 16 articles about 4-Bromo-1-phenyl-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: 99.0%

1-phenylpyrazole (1126-00-7) → 4-bromo-1-phenyl-1H-pyrazole (15115-52-3)

Guidance literature:

With N-Bromosuccinimide; 2,4,6-trimethylaniline; In dichloromethane; at -40 - 0 ℃; for 24h; regioselective reaction; Inert atmosphere;

DOI:10.1002/chem.201502234

Reference yield: 92.0%

4-bromo-1H-pyrazole (2075-45-8) + phenylboronic acid (98-80-6) → 4-bromo-1-phenyl-1H-pyrazole (15115-52-3)

Guidance literature:

With triethylamine; In ethanol; at 20 ℃; for 12h;

DOI:10.1002/cctc.201600480

Reference yield: 90.0%

4-bromo-1H-pyrazole (2075-45-8) + iodobenzene (591-50-4) → 4-bromo-1-phenyl-1H-pyrazole (15115-52-3)

Guidance literature:

With caesium carbonate; copper(I) bromide; In N,N-dimethyl-formamide; at 190 ℃; for 0.333333h; under 3750.38 - 5250.53 Torr; Microwave irradiation;

DOI:10.5012/bkcs.2012.33.6.2067

upstream raw materials:

1-phenylpyrazole

4-bromo-1-phenyl-1H-pyrazole-3,5-dicarboxylic acid

α-bromo-β-anilineacrolein

acetic acid

Downstream raw materials:

3,4,5-tribromo-1-phenyl-1H-pyrazole

4-bromo-1-(4-bromophenyl)pyrazole

1-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

(5-bromo-2-chlorophenyl)(1-phenyl-1H-pyrazol-4-yl)methanol