2-Bromo-5-methoxypyridine

Base Information

• Chemical Name: 2-Bromo-5-methoxypyridine
• CAS No.: 105170-27-2
• Molecular Formula: C6H6BrNO
• Molecular Weight: 188.024
• Hs Code.: 2933399090
• European Community (EC) Number: 695-886-4
• DSSTox Substance ID: DTXSID40456885
• Nikkaji Number: J2.459.887J
• Wikidata: Q72446420
• Mol file: 105170-27-2.mol

Synonyms:2-Bromo-5-methoxypyridine;105170-27-2;2-bromo-5-methoxy-pyridine;PYRIDINE, 2-BROMO-5-METHOXY-;MFCD07781221;SCHEMBL502881;DTXSID40456885;WULVUFYZVYHTFX-UHFFFAOYSA-N;BCP04838;CS-D1766;BBL101467;STL555263;AKOS005199441;PB22062;PS-4907;SY022318;A1973;AM20070027;B5910;FT-0685062;EN300-75739

Chemical Property of 2-Bromo-5-methoxypyridine

Chemical Property:

• Vapor Pressure: 0.0577mmHg at 25°C
• Melting Point: 22 °C
• Refractive Index: 1.542
• Boiling Point: 240.8 °C at 760 mmHg
• PKA: -2.22±0.10(Predicted)
• Flash Point: 99.4 °C
• PSA: 22.12000
• Density: 1.53 g/cm³
• LogP: 1.85270
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 186.96328
• Heavy Atom Count: 9
• Complexity: 89.1

Purity/Quality:

99% ^*data from raw suppliers

2-Bromo-5-methoxypyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CN=C(C=C1)Br
• Uses: 2-Bromo-5-methoxypyridine is a reagent used in preparation of tetrahydroisoquinoline amides as bronchodilators.

Technology Process of 2-Bromo-5-methoxypyridine

There total 6 articles about 2-Bromo-5-methoxypyridine 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: 91.0%

6-bromo-pyridin-3-ol (55717-45-8,55717-40-3) + methyl iodide (74-88-4) → 2-bromo-5-methoxypyridine (105170-27-2)

Guidance literature:

6-bromo-pyridin-3-ol; With sodium hydride; In N,N-dimethyl-formamide; paraffin oil; at 0 ℃; for 0.5h; Inert atmosphere;

methyl iodide; In N,N-dimethyl-formamide; paraffin oil; at 20 ℃; for 1h; Inert atmosphere;

Reference yield: 67.0%

2-amino-5-methoxypyridine (10167-97-2) → 2-bromo-5-methoxypyridine (105170-27-2)

Guidance literature:

2-amino-5-methoxypyridine; With bromine; In hydrogen bromide; cooling;

With sodium nitrite; for 0.5h; cooling;

Reference yield:

2,5-dibromopyridine (624-28-2) → 2-bromo-5-methoxypyridine (105170-27-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: BuLi / diethyl ether / -78 °C

1.2: diethyl ether

2.1: aq. H₂O₂

3.1: NaH / dimethylformamide / 20 °C

With n-butyllithium; dihydrogen peroxide; sodium hydride; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2004.09.048

upstream raw materials:

2-amino-5-methoxypyridine

6-bromo-pyridin-3-ol

methyl iodide

2,5-dibromopyridine

Downstream raw materials:

(5-methoxy-pyridin-2-yl)-(1-phenyl-propyl)-amine

C₁₈H₁₉N₅O₂

3-[4-(5-methoxy-2-pyridinyl)-1-piperazinyl]-1-methyl-N-(2-methylphenyl)-1H-1,2,4-triazol-5-amine

4-(5-methoxypyridin-2-yl)-N,N-diphenylaniline

Refernces

• 1、 Park, Joonho,Kim, Taemin,Kim, Hoon Jun,Hong, Jong-In. "Iridium(iii) complex-based electrochemiluminescent probe for H2S". . p. 4565 - 4573. Retrieved 2019.
• 2、 -. "TRICYCLIC COMPOUNDS AND THEIR USE". Page/Page column 78. . Retrieved 2020/12/29.