2-(3-Bromo-4-methoxyphenyl)pyridine

Base Information

• Chemical Name: 2-(3-Bromo-4-methoxyphenyl)pyridine
• CAS No.: 168823-65-2
• Molecular Formula: C12H10BrNO
• Molecular Weight: 264.121
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID30596209
• Wikidata: Q82491409
• Mol file: 168823-65-2.mol

Synonyms:2-(3-Bromo-4-methoxyphenyl)pyridine;168823-65-2;Pyridine, 2-(3-bromo-4-methoxyphenyl)-;Pyridine,2-(3-bromo-4-methoxyphenyl)-;SCHEMBL8184854;DTXSID30596209;AMY33147;MFCD05864835;AKOS015900749;DS-2029;DB-001895;CS-0150586;A882148

Chemical Property of 2-(3-Bromo-4-methoxyphenyl)pyridine

Chemical Property:

• Vapor Pressure: 0.000128mmHg at 25°C
• Refractive Index: 1.587
• Boiling Point: 344.8 °C at 760 mmHg
• Flash Point: 162.3 °C
• PSA: 22.12000
• Density: 1.403 g/cm³
• LogP: 3.51970
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 262.99458
• Heavy Atom Count: 15
• Complexity: 200

Purity/Quality:

97% ^*data from raw suppliers

2-(3-Bromo-4-methoxyphenyl)pyridine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C2=CC=CC=N2)Br

Technology Process of 2-(3-Bromo-4-methoxyphenyl)pyridine

There total 3 articles about 2-(3-Bromo-4-methoxyphenyl)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: 90.0%

4-(2-pyridinyl)anisole (5957-90-4) → 2-(3-bromo-4-methoxyphenyl)pyridine (168823-65-2)

Guidance literature:

With N-Bromosuccinimide; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; In N,N-dimethyl acetamide; at 80 ℃; for 24h;

DOI:10.1002/anie.201507100

Reference yield: 51.0%

4-(2-pyridinyl)anisole (5957-90-4) → 2-(3-bromo-4-methoxyphenyl)pyridine (168823-65-2) + 2-(2,5-dibromo-4-methoxyphenyl)pyridine (1313359-14-6) + 2-(2,3-dibromo-4-methoxyphenyl)pyridine (1313359-15-7)

Guidance literature:

With chromium(VI) oxide; acetic anhydride; acetic acid; copper(II) oxide; lithium bromide; at 150 ℃; for 17h; regioselective reaction; sealed tube;

DOI:10.1055/s-0030-1259729

Reference yield:

2-bromo-pyridine (109-04-6) + 4-methoxyphenylboronic acid (5720-07-0) → 2-(3-bromo-4-methoxyphenyl)pyridine (168823-65-2)

Guidance literature:

Multi-step reaction with 2 steps

2: N-Bromosuccinimide; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ / N,N-dimethyl acetamide / 24 h / 80 °C

With N-Bromosuccinimide; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; In N,N-dimethyl acetamide; 1: |Suzuki Coupling;

DOI:10.1002/anie.201507100

upstream raw materials:

4-(2-pyridinyl)anisole

2-bromo-pyridine

4-methoxyphenylboronic acid

Downstream raw materials:

2-(2,3-dibromo-4-methoxyphenyl)pyridine

2-(2,5-dibromo-4-methoxyphenyl)pyridine

C₁₂H₈Br₃NO