5-METHYL-2-(4-METHOXYPHENYL)PYRIDINE

Base Information

• Chemical Name: 5-METHYL-2-(4-METHOXYPHENYL)PYRIDINE
• CAS No.: 25363-55-7
• Molecular Formula: C13H13NO
• Molecular Weight: 199.252
• Hs Code.: 2933399090
• Mol file: 25363-55-7.mol

Synonyms:2-(4-Methoxyphenyl)-5-methylpyridine;5-Methyl-2-(4-methoxyphenyl)pyridine;

Chemical Property of 5-METHYL-2-(4-METHOXYPHENYL)PYRIDINE

Chemical Property:

• Boiling Point: 327.1 °C at 760 mmHg
• PKA: 5.50±0.25(Predicted)
• Flash Point: 119.8 °C
• PSA: 22.12000
• Density: 1.058 g/cm³
• LogP: 3.06560

Purity/Quality:

99% ^*data from raw suppliers

5-Methyl-2-(4-methoxyphenyl)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-METHYL-2-(4-METHOXYPHENYL)PYRIDINE

There total 16 articles about 5-METHYL-2-(4-METHOXYPHENYL)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: 95.0%

2-Bromo-5-methylpyridine (3510-66-5) + 4-methoxyphenylboronic acid (5720-07-0) → 2-(4-methoxylphenyl)-5-methylpyridine (25363-55-7)

Guidance literature:

With [Pd(Cl)κ2-S,N-C6H4CS=N-(4-Py)(PPh3)]; potassium carbonate; In toluene; at 80 ℃; for 5h;

DOI:10.1039/c2dt12243j

Reference yield: 90.0%

2-chloro-6-(4-methoxy-phenyl)-3-methyl-pyridine (463297-59-8) → 2-(4-methoxylphenyl)-5-methylpyridine (25363-55-7)

Guidance literature:

With hydrogen; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; for 3h;

Reference yield: 88.0%

1-bromo-4-methoxy-benzene (104-92-7) + 5-methyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (1101205-22-4) → 2-(4-methoxylphenyl)-5-methylpyridine (25363-55-7)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; caesium carbonate; copper(l) chloride; In N,N-dimethyl-formamide; at 100 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.tetlet.2011.07.088

upstream raw materials:

2-chloro-6-(4-methoxy-phenyl)-3-methyl-pyridine

2-methylpropenal

1-(2-(4-methoxyphenyl)-2-oxoethyl)pyridin-1-ium iodide

methoxybenzene

Downstream raw materials:

5-bromomethyl-2-(4-methoxy-phenyl)-pyridine

Pt(II)(5-methyl-2-(4-methoxyphenyl)-pyridine)(5-methyl-2-(4-methoxyphenyl)-pyridine(-1H))Cl

Refernces

• 1、 Kawai, Yuya,Liao, Yumeng,Matsuda, Takanori,Suzuki, Hirotsugu. "Rhodium-Catalyzed Additive-Free C?H Ethoxycarbonylation of (Hetero)Arenes with Diethyl Dicarbonate as a CO Surrogate". supporting information. p. 4938 - 4942. Retrieved 2021/09/30.
• 2、 Hu, Tianhui,Hua, Yuhui,Jiang, Xunjin,Qiu, Huijuan,Shen, Yang,Wu, Yifan,Xiong, Jing,Xu, Beibei,Zeng, Zhixiong,Zhang, Yandong. "Merging C-H Vinylation with Switchable 6π-Electrocyclizations for Divergent Heterocycle Synthesis". supporting information. p. 15585 - 15594. Retrieved 2020/10/20.