6-Methyl-2-(trimethylstannyl)pyridine

Base Information

• Chemical Name: 6-Methyl-2-(trimethylstannyl)pyridine
• CAS No.: 126225-57-8
• Molecular Formula: C9H15NSn
• Molecular Weight: 255.92300
• DSSTox Substance ID: DTXSID00462366
• Wikidata: Q82286892
• Mol file: 126225-57-8.mol

Synonyms:126225-57-8;6-Methyl-2-(trimethylstannyl)pyridine;Trimethyl-(6-methylpyridin-2-yl)stannane;2-Methyl-6-(trimethylstannyl)pyridine;Pyridine, 2-methyl-6-(trimethylstannyl)-;TRIMETHYL-(6-METHYL-2-PYRIDYL)STANNANE;SCHEMBL10504863;DTXSID00462366;FT-0728149

Chemical Property of 6-Methyl-2-(trimethylstannyl)pyridine

Chemical Property:

• PSA: 12.89000
• LogP: 1.93520
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 257.022652
• Heavy Atom Count: 11
• Complexity: 128

Purity/Quality:

99.90% ^*data from raw suppliers

6-METHYL-2-(TRIMETHYLSTANNYL)PYRIDINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC(=CC=C1)[Sn](C)(C)C

Technology Process of 6-Methyl-2-(trimethylstannyl)pyridine

There total 1 articles about 6-Methyl-2-(trimethylstannyl)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: 97.0%

2-bromo-6-methylpyridine (5315-25-3) + trimethyltin(IV)chloride (1066-45-1) → 6-methyl-2-(trimethylstannyl)pyridine (126225-57-8)

Guidance literature:

With n-BuLi; In tetrahydrofuran; under N2 atm. soln. 2-bromo-6-methylpyridine in THF was cooled to -78°C, treated dropwise with soln. n-BuLi in hexane, stirred for 30 min, soln. Me3SnCl in THF was added and stirred for 1 h, warmed to room temp.; react. mixt. was quenched with aq. NH4Cl, extd. with Et2O, dried over Na2SO4, solvent was removed in vacuo; elem. anal.;

DOI:10.1021/om0609665

Reference yield: 64.0%

2,6-Dibromopyridine (626-05-1) + 6-methyl-2-(trimethylstannyl)pyridine (126225-57-8) → 6-bromo-6′-methyl-2,2′-bipyridine (130897-00-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium chloride; In toluene; at 120 ℃; for 24h;

DOI:10.1016/j.tet.2005.03.131

Reference yield: 54.0%

fenclorim (3740-92-9) + 6-methyl-2-(trimethylstannyl)pyridine (126225-57-8) → 4,6-bis(6-methylpyridin-2-yl)-2-phenylpyrimidine (879410-67-0)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium chloride; In toluene; at 120 ℃; for 24h;

DOI:10.1002/ejic.200500313

upstream raw materials:

2-bromo-6-methylpyridine

trimethyltin(IV)chloride

Downstream raw materials:

6-bromo-6′-methyl-2,2′-bipyridine

6,6-dimethyl-2,2':6',2-terpyridine

1-[5-(6'-methyl-2,2'-bipyridyl)]-4-[5-(2-bromopyridyl)]benzene

4,6-bis(6-methylpyridin-2-yl)-2-phenylpyrimidine

Refernces

• 1、 Long, Georgina V.,Boyd, Sue E.,Harding, Margaret M.,Buys, Irmi E.,Hambley, Trevor W.. "Synthesis, Properties and Complexation Studies on 3-Amino-6,6'-dimethyl-2,2'-bipyridine". . p. 3175 - 3180. Retrieved 1993.
• 2、 -. "HDAC Inhibitors as Anti-Cancer Agents". Paragraph 0154-0155. . Retrieved 2016/01/15.