2-Methoxy-5-(pyridin-2-YL)pyridine

Base Information

• Chemical Name: 2-Methoxy-5-(pyridin-2-YL)pyridine
• CAS No.: 381725-49-1
• Molecular Formula: C11H10N2O
• Molecular Weight: 186.213
• Hs Code.: 2933399090
• European Community (EC) Number: 808-141-7
• DSSTox Substance ID: DTXSID50447623
• Nikkaji Number: J1.814.307K
• Mol file: 381725-49-1.mol

Synonyms:381725-49-1;2-METHOXY-5-(PYRIDIN-2-YL)PYRIDINE;2-methoxy-5-pyridin-2-ylpyridine;6'-Methoxy-[2,3']bipyridinyl;2,3'-Bipyridine, 6'-methoxy-;6'-METHOXY-2,3'-BIPYRIDINE;2-methoxy-5-pyridin-2-yl-pyridine;6-methoxy-3,2'-bipyridine;2-Methoxy-2',5-bipyridine;6'-Methoxy-2,3'-bipyridyl;SCHEMBL1890036;DTXSID50447623;HRVJUCXZUHFRNP-UHFFFAOYSA-N;MFCD11707142;2-methoxy-5-(pyridin-2-yl) pyridine;2-methoxy-5-(pyridine-2-yl)pyridine;AKOS006346563;2-Methoxy-5-(pyridin-2-yl)-pyridine;AB64544;AS-38014;CS-0150222;M2509;A903282

Chemical Property of 2-Methoxy-5-(pyridin-2-YL)pyridine

Chemical Property:

• Boiling Point: 104°C/1mmHg(lit.)
• PKA: 1.86±0.19(Predicted)
• PSA: 35.01000
• Density: 1.127±0.06 g/cm3(Predicted)
• LogP: 2.15220
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 186.079312947
• Heavy Atom Count: 14
• Complexity: 175

Purity/Quality:

97% ^*data from raw suppliers

2-Methoxy-5-(pyridin-2-yl)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=NC=C(C=C1)C2=CC=CC=N2
• Uses: 2-Methoxy-5-(pyridin-2-yl)pyridine is a reagent in the synthesis of AMPA receptor antagonists in the treatment of neurological diseases causing dysfunction of glutamatergic neurotransmission. Undergoes cyanation through rhodium catalysis.

Technology Process of 2-Methoxy-5-(pyridin-2-YL)pyridine

There total 13 articles about 2-Methoxy-5-(pyridin-2-YL)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: 98.0%

2-bromo-pyridine (109-04-6) + 2-methoxy-pyridine-5-boronic acid (163105-89-3,600726-67-8) → 2-methoxy-5-(pyridin-2-yl)pyridine (381725-49-1)

Guidance literature:

With palladium diacetate; potassium carbonate; triphenylphosphine; In 1,2-dimethoxyethane; water; for 5.66667h; Reflux;

DOI:10.1021/jm301268u

Reference yield: 95.0%

2-(phenylsulfonyl)pyridine (24244-60-8) → 2-methoxy-5-(pyridin-2-yl)pyridine (381725-49-1)

Guidance literature:

2-methoxy-5-bromopyridine; With n-butyllithium; In tetrahydrofuran; hexane; at -76 - -71 ℃; for 4.5h;

2-(phenylsulfonyl)pyridine; In tetrahydrofuran; hexane; at -76 - -71 ℃; for 9.5h;

Reference yield: 90.7%

2-chloropyridine (109-09-1) + 2-methoxy-5-bromopyridine (13472-85-0,1199266-76-6) → 2-methoxy-5-(pyridin-2-yl)pyridine (381725-49-1)

Guidance literature:

2-methoxy-5-bromopyridine; With TurboGrignard; In tetrahydrofuran; toluene; at 25 - 30 ℃; for 9h; Inert atmosphere; Large scale;

2-chloropyridine; With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; toluene; at 45 - 50 ℃; for 5.5h; Solvent; Time; Inert atmosphere; Large scale;

upstream raw materials:

2-bromo-pyridine

2-methoxy-pyridine-5-boronic acid

2-methoxy-5-bromopyridine

2-(phenylsulfonyl)pyridine

Downstream raw materials:

5-(2-Pyridyl)-1,2-dihydropyridin-2-one

tert-butylmethyl ether

3-bromo-5-(2-pyridyl)-1-phenyl-1,2-dihydropyridine-2-one

[14C]-Perampanel