2-Pyridinecarboxylic acid, 4-(4-aMinophenoxy)-

Base Information

• Chemical Name: 2-Pyridinecarboxylic acid, 4-(4-aMinophenoxy)-
• CAS No.: 1012058-77-3
• Molecular Formula: C12H10N2O3
• Molecular Weight: 230.223
• Hs Code.: 2933399090
• Mol file: 1012058-77-3.mol

Synonyms:2-Pyridinecarboxylic acid, 4-(4-aMinophenoxy)-;4-(4-Amino-phenoxy)-pyridine-2-carboxylic acid

Chemical Property of 2-Pyridinecarboxylic acid, 4-(4-aMinophenoxy)-

Chemical Property:

• Boiling Point: 472.3±40.0 °C(Predicted)
• PKA: 0.95±0.50(Predicted)
• PSA: 85.44000
• Density: 1.369±0.06 g/cm3(Predicted)
• LogP: 2.73550
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Very Slightly)

Purity/Quality:

99% ^*data from raw suppliers

4-(4-Aminophenoxy)picolinicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-(4-Aminophenoxy)picolinic Acid is used in the synthesis of sorafenib analogs containing 2-picolinyhydrazide moiety with antitumor activity.

Technology Process of 2-Pyridinecarboxylic acid, 4-(4-aMinophenoxy)-

There total 4 articles about 2-Pyridinecarboxylic acid, 4-(4-aMinophenoxy)- 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: 90.0%

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide (284462-37-9) → 4‐(4‐aminophenoxy)‐2‐pyridine carboxylic acid (1012058-77-3)

Guidance literature:

Reflux; Alkaline conditions;

DOI:10.3390/molecules25030573

Reference yield:

4-amino-phenol (123-30-8) + 4-bromo-2-cyanopyridine (62150-45-2) → 4‐(4‐aminophenoxy)‐2‐pyridine carboxylic acid (1012058-77-3)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water; for 5.5h; Reflux; Large scale;

Reference yield:

4-chloro-N-methylpicolinamide (220000-87-3) → 4‐(4‐aminophenoxy)‐2‐pyridine carboxylic acid (1012058-77-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium tert-butylate / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

1.2: 100 °C / Inert atmosphere

2.1: potassium hydroxide; water / 100 °C

With potassium tert-butylate; water; potassium hydroxide; In N,N-dimethyl-formamide;

DOI:10.1007/s00044-014-1249-9

upstream raw materials:

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

4-amino-phenol

4-chloro-N-methylpicolinamide

4-bromo-2-cyanopyridine

Downstream raw materials:

methyl 4‐(4‐aminophenoxy)picolinate

sorafenib

sorafenib tosylate

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide

Refernces

• 1、 -. "Sorafenib sulfydryl derivative and application thereof". Paragraph 0019-0021. . Retrieved 2021/04/10.
• 2、 -. "A process for the preparation of SUO draw non-Buddhist nun-toluene-sulfonic acid (by machine translation)". Paragraph 0034; 0035. . Retrieved 2016/10/17.