2-Methoxy-5-(tributylstannyl)pyridine

Base Information

• Chemical Name: 2-Methoxy-5-(tributylstannyl)pyridine
• CAS No.: 164014-93-1
• Molecular Formula: C18H33NOSn
• Molecular Weight: 398.176
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID00471236
• Mol file: 164014-93-1.mol

Synonyms:2-Methoxy-5-(tributylstannyl)pyridine;164014-93-1;6-Methoxy-3-(tributylstannyl)pyridine;Tributyl-(6-methoxypyridin-3-yl)stannane;MFCD01319027;2-methoxy-5-tributylstannanyl-pyridine;Pyridine, 2-methoxy-5-(tributylstannyl)-;SCHEMBL3838845;DTXSID00471236;AQCIPEPGPSRRJQ-UHFFFAOYSA-N;2-Methoxy-5-tributylstannylpyridine;2-Tributylstannyl-6-methoxypyridine;BCP10448;AKOS015843003;GS-6480;2-methoxy-5-(tributylstannanyl)pyridine;SY034756;CS-0082277;FT-0685451;6-Methoxy-3-(tributylstannyl)pyridine, AldrichCPR;A882493;J-400314

Chemical Property of 2-Methoxy-5-(tributylstannyl)pyridine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 397.484oC at 760 mmHg
• Flash Point: 194.192oC
• PSA: 22.12000
• LogP: 5.14630
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 11
• Exact Mass: 399.158417
• Heavy Atom Count: 21
• Complexity: 238

Purity/Quality:

97% ^*data from raw suppliers

6-Methoxy-3-(tributylstannyl)pyridine Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC[Sn](CCCC)(CCCC)C1=CN=C(C=C1)OC

Technology Process of 2-Methoxy-5-(tributylstannyl)pyridine

There total 3 articles about 2-Methoxy-5-(tributylstannyl)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: 92.0%

2-methoxy-5-bromopyridine (13472-85-0,1199266-76-6) + bis(tri-n-butyltin) (813-19-4) → 2-methoxy-5-(1,1,1-tributylstannyl)pyridine (164014-93-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutylammomium bromide; potassium hydroxide; In water; at 100 ℃; for 0.0666667h; Microwave irradiation;

DOI:10.1002/ejoc.201402404

Reference yield: 75.0%

2-methoxy-5-bromopyridine (13472-85-0,1199266-76-6) + tributyltin chloride (1461-22-9) → 2-methoxy-5-(1,1,1-tributylstannyl)pyridine (164014-93-1)

Guidance literature:

With n-butyllithium; ammonium chloride; In tetrahydrofuran; hexane; ethyl acetate;

Reference yield:

2,5-dibromopyridine (624-28-2) → 2-methoxy-5-(1,1,1-tributylstannyl)pyridine (164014-93-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: methanol; sodium

1.2: 48 h / Heating / reflux

2.1: n-butyllithium / tetrahydrofuran; hexane; ethyl acetate / 0.5 h / -70 °C

2.2: 1.5 h / -70 - 20 °C

With methanol; n-butyllithium; sodium; In tetrahydrofuran; hexane; ethyl acetate;

upstream raw materials:

2-methoxy-5-bromopyridine

tributyltin chloride

bis(tri-n-butyltin)

2,5-dibromopyridine

Downstream raw materials:

[3-(6-Methoxy-pyridin-3-yl)-4-oxo-cyclohex-2-enyl]-carbamic acid tert-butyl ester

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