2-Bromo-3,4-dimethoxypyridine

Base Information

• Chemical Name: 2-Bromo-3,4-dimethoxypyridine
• CAS No.: 104819-52-5
• Molecular Formula: C7H8BrNO2
• Molecular Weight: 218.05
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID20569301
• Wikidata: Q82456426
• Mol file: 104819-52-5.mol

Synonyms:2-bromo-3,4-dimethoxypyridine;104819-52-5;Pyridine, 2-bromo-3,4-dimethoxy-;2-bromo-3,4-dimethoxy pyridine;2-bromo-3,4-dimethoxy-pyridine;DTXSID20569301;AKOS022186313;CS-0257794;G63736;EN300-6776131

Chemical Property of 2-Bromo-3,4-dimethoxypyridine

Chemical Property:

• Boiling Point: 254.5±35.0 °C(Predicted)
• PKA: 1.16±0.10(Predicted)
• PSA: 31.35000
• Density: 1.484±0.06 g/cm3(Predicted)
• LogP: 1.86130
• Storage Temp.: 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 216.97384
• Heavy Atom Count: 11
• Complexity: 123

Purity/Quality:

99% ^*data from raw suppliers

2-Bromo-3,4-dimethoxypyridine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C(=NC=C1)Br)OC

Technology Process of 2-Bromo-3,4-dimethoxypyridine

There total 10 articles about 2-Bromo-3,4-dimethoxypyridine 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: 85.0%

2-bromo-3,4-dimethoxy pyridine-N-oxide (105011-83-4) → 2-bromo-3,4-dimethoxy pyridine (104819-52-5)

Guidance literature:

With phosphorus tribromide; In chloroform; at 60 ℃; for 0.5h;

DOI:10.1016/S0040-4020(01)87367-1

Reference yield: 76.0%

3,4-dimethoxypyridine (109613-93-6) → 2-bromo-3,4-dimethoxy pyridine (104819-52-5)

Guidance literature:

With n-butyllithium; ethylene dibromide; In tetrahydrofuran; at -70 ℃; for 3h;

DOI:10.1016/S0040-4020(01)81920-7

Reference yield:

4-methoxypyridine (620-08-6,1232006-56-2) → 2-bromo-3,4-dimethoxy pyridine (104819-52-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) phenyllithium; 2.) B(OMe)3; 3.) CH₃CO₃H / 1.) THF, 0 deg C, 1 h; 2.) -70 deg C, 3 h; 3.) 0 deg C, 1 h

2: 65 percent / HBF₄ / CH₂Cl₂; diethyl ether / 1 h / Ambient temperature

3: 76 percent / 1.) n-butyllithium; 2.) 1,2-dibromoethane / tetrahydrofuran / 3 h / -70 °C

With peracetic acid; tetrafluoroboric acid; n-butyllithium; Trimethyl borate; phenyllithium; ethylene dibromide; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1016/S0040-4020(01)81920-7

upstream raw materials:

3,4-dimethoxypyridine

2-bromo-3,4-dimethoxy pyridine-N-oxide

4-methoxypyridine

3-hydroxy-4-methoxypyridine

Downstream raw materials:

3,3',4,4'-tetramethoxy-2,2'-bipyridine

orelline

3,3',4,4'-tetrahydroxy-2,2'-bipyridine-1,1'-dioxide

Refernces

• 1、 Tiecco,Tingoli,Testaferri,et al.. "Total synthesis of orellanine. The lethal toxin of Cortinarius orellanus Fries mushroom". . p. 1475 - 1485. Retrieved 2007/10/02.