4-Methoxy-2-phenylpyridine

Base Information

• Chemical Name: 4-Methoxy-2-phenylpyridine
• CAS No.: 53698-56-9
• Molecular Formula: C12H11NO
• Molecular Weight: 185.225
• Hs Code.: 2933399090
• Mol file: 53698-56-9.mol

Synonyms:4-Methoxy-2-phenylpyridine

Chemical Property of 4-Methoxy-2-phenylpyridine

Chemical Property:

• PSA: 22.12000
• LogP: 2.75720
• Storage Temp.: 2-8°C

Purity/Quality:

98%Min ^*data from raw suppliers

4-Methoxy-2-phenylpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Methoxy-2-phenylpyridine

There total 10 articles about 4-Methoxy-2-phenylpyridine 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: 94.0%

2-chloro-4-methoxy-pyridine (17228-69-2) + phenylboronic acid (98-80-6) → 2-phenyl-4-(methoxy)pyridine (53698-56-9)

Guidance literature:

2-chloro-4-methoxy-pyridine; phenylboronic acid; With palladium diacetate; (R)-6-dicyclohexylphoshino-6'-diphenylphosphino-3,3'-dimethoxy-2,2',4,4'-tetramethyl-1,1'-biphenyl; In dodecane; butan-1-ol; at 25 ℃; for 1h; Inert atmosphere; Glovebox;

With cesiumhydroxide monohydrate; In dodecane; water; butan-1-ol; at 25 ℃; Glovebox; Inert atmosphere;

DOI:10.1002/ejoc.201200918

Reference yield: 90.0%

2-bromo-4-methoxypyridine (89488-29-9) + phenylboronic acid (98-80-6) → 2-phenyl-4-(methoxy)pyridine (53698-56-9)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In ethanol; water; toluene; Inert atmosphere; Reflux;

DOI:10.1002/adsc.201800666

Reference yield: 66.0%

4-methoxypyridine N-oxide (1122-96-9) + phenylmagnesium chloride (100-59-4) → 2-phenyl-4-(methoxy)pyridine (53698-56-9)

Guidance literature:

4-methoxypyridine N-oxide; phenylmagnesium chloride; With methanol; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;

With trifluoroacetic anhydride; In tetrahydrofuran; at 20 ℃; for 0.333333h; regioselective reaction;

DOI:10.1039/c000748j

upstream raw materials:

4-methoxypyridine N-oxide

phenylmagnesium chloride

2,4-dichloropyridine

2-chloro-4-methoxy-pyridine

Downstream raw materials:

2-(4-methoxypyridin-2-yl)toluene

2-(4-methoxypyridin-2-yl)benzoic acid methyl ester

(E)-4-methoxy-2-(2-(2-methylstyryl)phenyl)pyridine

1-methyl-2-phenyl-1H-pyridin-4-one

Refernces

• 1、 Yin, Changzhen,Zhong, Kangbao,Li, Wenjing,Yang, Xiao,Sun, Rui,Zhang, Chunchun,Zheng, Xueli,Yuan, Maolin,Li, Ruixiang,Lan, Yu,Fu, Haiyan,Chen, Hua. "C6-Selective Direct Arylation of 2-Phenylpyridine via an Activated N-methylpyridinium Salt: A Combined Experimental and Theoretical Study". supporting information. p. 3990 - 3998. Retrieved 2018/09/12.
• 2、 Galloway, Jordan D.,Mai, Duy N.,Baxter, Ryan D.. "Silver-Catalyzed Minisci Reactions Using Selectfluor as a Mild Oxidant". supporting information. p. 5772 - 5775. Retrieved 2017/11/10.