1-[4-(Bromomethyl)phenyl]-1H-pyrrole

Base Information

• Chemical Name: 1-[4-(Bromomethyl)phenyl]-1H-pyrrole
• CAS No.: 184698-65-5
• Molecular Formula: C₁₁H₁₀BrN
• Molecular Weight: 236.111
• European Community (EC) Number: 674-680-8
• DSSTox Substance ID: DTXSID50383678
• Wikidata: Q82175468
• Mol file: 184698-65-5.mol

Synonyms:184698-65-5;1-[4-(Bromomethyl)phenyl]-1H-pyrrole;1-(4-(bromomethyl)phenyl)-1H-pyrrole;1-[4-(bromomethyl)phenyl]pyrrole;1H-Pyrrole,1-[4-(bromomethyl)phenyl]-;1-(4-Bromomethylphenyl)-1H-pyrrole;p-(1-pyrrolyl)-benzyl bromide;SCHEMBL1260586;DTXSID50383678;ADVNJHFDDUGRHL-UHFFFAOYSA-N;MFCD03783553;1-(4-bromomethyl-phenyl)-1H-pyrrole;AKOS015910978;1-[4-(bromomethyl)phenyl]-1H-pyrrol;SB63765;1-[4-(bromo-methyl)phenyl]-1H-pyrrole;FT-0607137;W-206323

Chemical Property of 1-[4-(Bromomethyl)phenyl]-1H-pyrrole

Chemical Property:

• Vapor Pressure: 0.000937mmHg at 25°C
• Melting Point: 150°C
• Refractive Index: 1.593
• Boiling Point: 313 °C at 760 mmHg
• Flash Point: 143.1 °C
• PSA: 4.93000
• Density: 1.34 g/cm³
• LogP: 3.37220
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 234.99966
• Heavy Atom Count: 13
• Complexity: 146

Purity/Quality:

98%Min ^*data from raw suppliers

1-(4-Bromomethylphenyl)-1H-pyrrole 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R34:Causes burns.
• Hazard Codes: C:Corrosive
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN(C=C1)C2=CC=C(C=C2)CBr
• Uses: 1-(4-Bromomethylphenyl)-1H-pyrrole is used in preparation of substituted purinediones as MLKL inhibitors.

Technology Process of 1-[4-(Bromomethyl)phenyl]-1H-pyrrole

There total 2 articles about 1-[4-(Bromomethyl)phenyl]-1H-pyrrole 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: 46.5%

[4-(1H-pyrrol-1-yl)phenyl]methanol (143426-51-1) → 1-[4-(bromomethyl)phenyl]-1H-pyrrole (184698-65-5)

Guidance literature:

With phosphorus tribromide; In dichloromethane; at 0 - 20 ℃;

Reference yield:

1-(4-ethoxycarbonylphenyl)pyrrole (5044-37-1) → 1-[4-(bromomethyl)phenyl]-1H-pyrrole (184698-65-5)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / tetrahydrofuran

2: phosphorus tribromide / diethyl ether

With lithium aluminium tetrahydride; phosphorus tribromide; In tetrahydrofuran; diethyl ether;

Reference yield: 82.0%

1-[4-(bromomethyl)phenyl]-1H-pyrrole (184698-65-5) + (2R)-2,5-dihydro-2-isopropyl-3,6-dimethoxypyrazine (109838-85-9) → (2S,5R)-2-(4-(1H-pyrrol-1-yl)benzyl)-5-isopropyl-3,6-dimethoxy-2,5-dihydropyrazine

Guidance literature:

(2R)-2,5-dihydro-2-isopropyl-3,6-dimethoxypyrazine; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

1-[4-(bromomethyl)phenyl]-1H-pyrrole; In tetrahydrofuran; at -78 ℃; for 0.5h; diastereoselective reaction; Inert atmosphere;

DOI:10.1016/j.bmcl.2014.10.058

upstream raw materials:

1-(4-ethoxycarbonylphenyl)pyrrole

[4-(1H-pyrrol-1-yl)phenyl]methanol

Downstream raw materials:

Triethyl 2-(4-(1H-pyrrol-1-yl)phenyl)ethane-1,1,1-tricarboxylate

6-(4-(1H-pyrrol-1-yl)benzylthio)-N-(4-fluorophenyl)nicotinamide