4-(4-Aminophenoxy)-N-methylpicolinamide

Base Information

• Chemical Name: 4-(4-Aminophenoxy)-N-methylpicolinamide
• CAS No.: 284462-37-9
• Molecular Formula: C13H13N3O2
• Molecular Weight: 243.265
• Hs Code.: 2933399090
• Mol file: 284462-37-9.mol

Synonyms:2-Pyridinecarboxamide,4-(4-aminophenoxy)-N-methyl-;4-(4-Aminophenoxy)-N-methyl-2-pyridinecarboxamide;4-[[2-(N-Methylcarbamoyl)-4-pyridyl]oxy]anilin;[4-(4-Aminophenoxy-2-pyridyl)]-2-methylcarboxamide;

Chemical Property of 4-(4-Aminophenoxy)-N-methylpicolinamide

Chemical Property:

• Vapor Pressure: 2.96E-09mmHg at 25°C
• Melting Point: 110-112 °C
• Refractive Index: 1.618
• Boiling Point: 476.8 °C at 760 mmHg
• PKA: 13.96±0.46(Predicted)
• Flash Point: 242.2 °C
• PSA: 77.24000
• Density: 1.241 g/cm³
• LogP: 2.78780
• Storage Temp.: Refrigerator

Purity/Quality:

98%min ^*data from raw suppliers

[4-(4-Aminophenoxy)(2-pyridyl)]-N-methylcarboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Sorafenib intermediate

Technology Process of 4-(4-Aminophenoxy)-N-methylpicolinamide

There total 29 articles about 4-(4-Aminophenoxy)-N-methylpicolinamide 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: 97.3%

4-amino-phenol (123-30-8) + 4-chloro-N-methylpicolinamide (220000-87-3) → 4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide (284462-37-9)

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide; at 25 ℃; for 1h;

DOI:10.1016/j.bmcl.2011.03.002

Reference yield: 97.0%

4-(4-nitro)benzyloxy-2-carbonylmethylaminopyridine (864272-34-4) → 4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide (284462-37-9)

Guidance literature:

With hydrogen; nickel; In tetrahydrofuran; methanol; at 20 ℃; Product distribution / selectivity;

Reference yield: 94.6%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + 4-chloro-N-methylpicolinamide (220000-87-3) → 4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide (284462-37-9)

Guidance literature:

4-nitro-phenol; 4-chloro-N-methylpicolinamide; With potassium carbonate; for 4h; Reflux;

With iron(III) chloride; hydrazine hydrate; FeCl₃/C; In ethanol; for 3h; Concentration; Reflux;

upstream raw materials:

4-amino-phenol

4-chloro-N-methylpicolinamide

4-(4-nitro)benzyloxy-2-carbonylmethylaminopyridine

4-(3-aminophenoxy)-N-methylpicolinamide

Downstream raw materials:

sorafenib

C₁₃H₁₄N₄O₂

4-chloro-N-methylpicolinamide

4-(4-amino-3-chloro-phenoxy)-pyridine-2-carboxylic acid methylamide

Refernces

• 1、 Cheung, Mui,Desai, Tina A.,Fries, Harvey,Gatto, Gregory J.,Graves, Alan P.,Holt, Dennis A.,Kallander, Lara S.,Patterson, Jaclyn R.,Shewchuk, Lisa,Stoy, Patrick,Totoritis, Rachel,Wang, Liping. "Identification of Diarylurea Inhibitors of the Cardiac-Specific Kinase TNNI3K by Designing Selectivity against VEGFR2, p38α, and B-Raf". . p. 15651 - 15670. Retrieved 2021/11/16.
• 2、 Hu, Min,Meng, Nana,Xia, Yong,Xu, Youzhi,Yu, Luoting,Zeng, Xiuxiu,Zhou, Shuyan. "Synthesis and biological evaluation of novel 4-(4-formamidophenylamino)-N-methylpicolinamide derivatives as potential antitumor agents". . . Retrieved 2021/06/11.