1-benzyl-4-bromo-1H-pyrazole

Base Information

• Chemical Name: 1-benzyl-4-bromo-1H-pyrazole
• CAS No.: 50877-41-3
• Molecular Formula: C10H9BrN2
• Molecular Weight: 237.099
• Hs Code.: 2933199090
• DSSTox Substance ID: DTXSID10388129
• Nikkaji Number: J1.884.458C
• Wikidata: Q72440855
• Mol file: 50877-41-3.mol

Synonyms:1-benzyl-4-bromo-1H-pyrazole;50877-41-3;1-benzyl-4-bromopyrazole;MFCD02179566;4-Bromo-1-(phenylmethyl)--1H-pyrazole;4-bromo-1-benzylpyrazole;1H-Pyrazole, 4-bromo-1-(phenylmethyl)-;N-benzyl-4-bromopyrazole;SCHEMBL671242;4-Bromo-1-benzyl-1H-pyrazole;DTXSID10388129;QKTAXFTZNKXHMW-UHFFFAOYSA-N;HMS1603C13;STK503842;AKOS000265597;4-Bromo-1-benzyl-1H-pyrazole, 97%;CS-W021297;PS-7628;AM20040585;FT-0679207;EN300-50992;A25306;AG-664/43371772;4-BroMo-1-benzyl-1H-pyrazole

Chemical Property of 1-benzyl-4-bromo-1H-pyrazole

Chemical Property:

• Vapor Pressure: 0.000131mmHg at 25°C
• Refractive Index: 1.623
• Boiling Point: 344.4 °C at 760 mmHg
• Flash Point: 162.1 °C
• PSA: 17.82000
• Density: 1.44 g/cm³
• LogP: 2.69390
• Storage Temp.: 2-8°C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 235.99491
• Heavy Atom Count: 13
• Complexity: 157

Purity/Quality:

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

4-Bromo-1-(phenylmethyl)--1H-pyrazole ^*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)CN2C=C(C=N2)Br
• Uses: 4-Bromo-1-(phenoxymethyl)-1H-pyrazole, can be used in the preparation of some Amines and Amino Acids containing the Pyrazole nucleus. Thease compounds are of interest beacuse of their close structural resemblance to the imidazole derivatives, such as Histamine and Histidine.

Technology Process of 1-benzyl-4-bromo-1H-pyrazole

There total 5 articles about 1-benzyl-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: 95.0%

4-bromo-1H-pyrazole (2075-45-8) + benzyl chloride (100-44-7) → 1-benzyl-4-bromo-1H-pyrazole (50877-41-3)

Guidance literature:

With potassium hydroxide; tetrabutylammomium bromide;

DOI:10.1021/ja0299708

Reference yield: 92.0%

4-bromo-1H-pyrazole (2075-45-8) + benzyl bromide (100-39-0) → 1-benzyl-4-bromo-1H-pyrazole (50877-41-3)

Guidance literature:

4-bromo-1H-pyrazole; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 23 ℃; for 0.25h; Inert atmosphere;

benzyl bromide; In N,N-dimethyl-formamide; mineral oil; at 23 ℃; for 16h; Inert atmosphere;

DOI:10.1021/jacs.9b11208

Reference yield: 89.0%

1-benzylpyrazole (10199-67-4) → 1-benzyl-4-bromo-1H-pyrazole (50877-41-3)

Guidance literature:

With oxone; sodium bromide; In water; ethyl acetate; at 20 ℃; for 1h;

DOI:10.1016/j.tetlet.2017.09.042

upstream raw materials:

1-benzylpyrazole

4-bromo-1H-pyrazole

benzyl chloride

benzyl bromide

Downstream raw materials:

1-benzyl-1H-pyrazole-4-carbonitrile

1-benzyl-4-phenyl-1H-1,2,3-triazole

Refernces

• 1、 -. "Pyrazole N-alkylation method". Paragraph 0025; 0026. . Retrieved 2018/12/14.
• 2、 -. "N-ALKYLARYL-5-OXYARYL-OCTAHYDRO-CYCLOPENTA[C]PYRROLE NEGATIVE ALLOSTERIC MODULATORS OF NR2B". Paragraph 00167. . Retrieved 2016/04/20.