[4-(2-Methyl-pyridin-4-yl)-phenyl]-acetic acid

Base Information

• Chemical Name: [4-(2-Methyl-pyridin-4-yl)-phenyl]-acetic acid
• CAS No.: 1243245-69-3
• Molecular Formula: C₁₄H₁₃NO₂
• Molecular Weight: 227.263
• Mol file: 1243245-69-3.mol

Synonyms:2-(4-(2-methylpyridin-4-yl)phenyl)acetic acid

Chemical Property of [4-(2-Methyl-pyridin-4-yl)-phenyl]-acetic acid

Chemical Property:

• Boiling Point: 392.0±30.0 °C(Predicted)
• PKA: 3.99±0.10(Predicted)
• Density: 1.185±0.06 g/cm3(Predicted)

Purity/Quality:

95% ^*data from raw suppliers

[4-(2-Methyl-pyridin-4-yl)-phenyl]-aceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of [4-(2-Methyl-pyridin-4-yl)-phenyl]-acetic acid

There total 4 articles about [4-(2-Methyl-pyridin-4-yl)-phenyl]-acetic acid 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: 80.0%

ethyl 2-(4-(2-methylpyridin-4-yl)phenyl)acetate (1243245-68-2) → 2-(4-(2-methylpyridin-4-yl)phenyl)acetic acid (1243245-69-3)

Guidance literature:

With water; sodium hydroxide; In methanol; at 20 ℃; for 2h;

DOI:10.1016/j.ejmech.2015.11.026

Reference yield:

2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (660867-80-1) → 2-(4-(2-methylpyridin-4-yl)phenyl)acetic acid (1243245-69-3)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate / tetrahydrofuran / 12 h / 75 °C / Inert atmosphere

2: water; sodium hydroxide / methanol / 2 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; caesium carbonate; sodium hydroxide; In tetrahydrofuran; methanol;

DOI:10.1016/j.ejmech.2015.11.026

Reference yield:

4-bromo-2-methylpyridine (22282-99-1) → 2-(4-(2-methylpyridin-4-yl)phenyl)acetic acid (1243245-69-3)

Guidance literature:

Multi-step reaction with 3 steps

1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / tetrahydrofuran / 80 °C / Inert atmosphere

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate / tetrahydrofuran / 12 h / 75 °C / Inert atmosphere

3: water; sodium hydroxide / methanol / 2 h / 20 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; potassium acetate; caesium carbonate; sodium hydroxide; In tetrahydrofuran; methanol;

DOI:10.1016/j.ejmech.2015.11.026

upstream raw materials:

ethyl 2-(4-(2-methylpyridin-4-yl)phenyl)acetate

2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

4-bromo-2-methylpyridine

Ethyl 4-bromophenylacetate

Downstream raw materials:

N-(5-iodopyridin-2-yl)-2-(4-(2-methylpyridin-4-yl)phenyl)acetamide

tert-butyl 4-(6-(2-(4-(2-methylpyridin-4-yl)phenyl)acetamido)pyridin-3-yl)piperazine-1-carboxylate

2-(4-(2-methylpyridin-4-yl)phenyl)-N-(5-phenylpyridin-2-yl)acetamide

N-(5-(4-methyl-1H-imidazol-1-yl)pyridin-2-yl)-2-(4-(2-methylpyridin-4-yl)phenyl)acetamide

Refernces

• 1、 Xu, Zhixiang,Li, Jiajun,Wu, Yiyuan,Sun, Zhijian,Luo, Lusong,Hu, Zhilin,He, Sudan,Zheng, Jiyue,Zhang, Hongjian,Zhang, Xiaohu. "Design, synthesis, and evaluation of potent Wnt signaling inhibitors featuring a fused 3-ring system". . p. 154 - 165. Retrieved 2015/12/04.