Sorafenib Impurity 6

Base Information

• Chemical Name: Sorafenib Impurity 6
• CAS No.: 1285533-84-7
• Molecular Formula: C₂₁H₁₇F₃N₄O₃
• Molecular Weight: 430.386
• Mol file: 1285533-84-7.mol

Synonyms:4-[4-[[[[3-(trifluoromethyl)phenyl]amino]carbonyl]amino]phenoxy]-N-methylpyridine-2-carboxamide

Chemical Property of Sorafenib Impurity 6

Chemical Property:

• Melting Point: 187.6 °C
• Boiling Point: 498.1±45.0 °C(Predicted)
• PKA: 13.39±0.70(Predicted)
• Density: 1.399±0.06 g/cm3(Predicted)

Purity/Quality:

≥99% ^*data from raw suppliers

N-Methyl-4-[4-[[[[3-(trifluoromethyl)phenyl]amino]carbonyl]amino]phenoxy]-2-pyridinecarboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: N-Methyl-4-[4-[[[[3-(trifluoromethyl)phenyl]amino]carbonyl]amino]phenoxy]-2-pyridinecarboxamide is an impurity of Sorafenib (S676850); a multiple kinase inhibitor targeting both RAF and receptor tyrosine kinases that promote angiogenesis. Also antineoplastic.

Technology Process of Sorafenib Impurity 6

There total 8 articles about Sorafenib Impurity 6 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: 85.0%

→ 4-[4-[[[[3-(trifluoromethyl)phenyl]amino]carbonyl]amino]phenoxy]-N-methylpyridine-2-carboxamide (1285533-84-7)

Guidance literature:

In dichloromethane; at 0 ℃; for 17h; Inert atmosphere;

Reference yield: 84.0%

4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide (284462-37-9) + 1-isocyanato-3-trifluoromethyl-benzene (329-01-1) → 4-[4-[[[[3-(trifluoromethyl)phenyl]amino]carbonyl]amino]phenoxy]-N-methylpyridine-2-carboxamide (1285533-84-7)

Guidance literature:

In dichloromethane; for 24h;

Reference yield:

4-chloropicolinic acid (5470-22-4) → 4-[4-[[[[3-(trifluoromethyl)phenyl]amino]carbonyl]amino]phenoxy]-N-methylpyridine-2-carboxamide (1285533-84-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: oxalyl dichloride; N,N-dimethyl-formamide / tetrahydrofuran / 15.5 h / 0 - 20 °C / Inert atmosphere

2.1: tetrahydrofuran / 16.42 h / 0 - 20 °C / Inert atmosphere

3.1: potassium tert-butylate / N,N-dimethyl-formamide / 2.02 h / Inert atmosphere

3.2: 4 h / 80 °C / Inert atmosphere

4.1: dichloromethane / 24 h

With oxalyl dichloride; potassium tert-butylate; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

2-Picolinic acid

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

1-isocyanato-3-trifluoromethyl-benzene

4-chloro-2-pyridine carboxylic acid chloride hydrochloride