4-(4-AMINO-3-FLUOROPHENOXY)-N-METHYLPICOLINAMIDE

Base Information

• Chemical Name: 4-(4-AMINO-3-FLUOROPHENOXY)-N-METHYLPICOLINAMIDE
• CAS No.: 757251-39-1
• Molecular Formula: C13H12 F N3 O2
• Molecular Weight: 261.256
• Mol file: 757251-39-1.mol

Synonyms:4-(4-Amino-3-fluorophenoxy)-N-methylpyridine-2-carboxamide;4-(4-Amino-3-fluorophenoxy)pyridine-2-carboxylic acid methylamide

Chemical Property of 4-(4-AMINO-3-FLUOROPHENOXY)-N-METHYLPICOLINAMIDE

Chemical Property:

• Vapor Pressure: 1.22E-08mmHg at 25°C
• Melting Point: 143 °C
• Refractive Index: 1.602
• Boiling Point: 459.8°C at 760 mmHg
• PKA: 13.92±0.46(Predicted)
• Flash Point: 231.9°C
• PSA: 77.24000
• Density: 1.305
• LogP: 2.92690
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), DMSO (Sparingly), Methanol (Slightly)
• Water Solubility.: 190mg/L at 20℃

Purity/Quality:

98%min ^*data from raw suppliers

4-(4-Amino-3-fluorophenoxy)-N-methylpyridine-2-carboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-(4-Amino-3-fluorophenoxy)-N-methylpyridine-2-carboxamide is a compound used as a reagent to synthesize Regorafenib (R143000), a multikinase inhibitor that is used to treat patients with advanced colorectal cancer.

Technology Process of 4-(4-AMINO-3-FLUOROPHENOXY)-N-METHYLPICOLINAMIDE

There total 25 articles about 4-(4-AMINO-3-FLUOROPHENOXY)-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: 97.5%

4-bromo-pyridine-2-carboxylic acid methyl amide (1209459-88-0) + 4-amino-3-fluorophenol (399-95-1) → 4-(4-amino-3-fluorophenoxy)pyridine-2-carboxylic acid methyl amide (757251-39-1)

Guidance literature:

With N-benzyl-N,N,N-triethylammonium chloride; potassium iodide; sodium hydroxide; In water; at 30 - 70 ℃; for 2h; Reagent/catalyst;

Reference yield: 96.3%

4-amino-3-fluorophenol (399-95-1) + 4-chloro-N-methylpicolinamide (220000-87-3) → 4-(4-amino-3-fluorophenoxy)pyridine-2-carboxylic acid methyl amide (757251-39-1)

Guidance literature:

With potassium carbonate; In 1,2-dichloro-ethane; for 4h; Reflux;

Reference yield: 92.5%

3-fluoro-4-nitrophenol (394-41-2) + 4-chloro-N-methylpicolinamide (220000-87-3) → 4-(4-amino-3-fluorophenoxy)pyridine-2-carboxylic acid methyl amide (757251-39-1)

Guidance literature:

3-fluoro-4-nitrophenol; 4-chloro-N-methylpicolinamide; With potassium carbonate; In acetonitrile; for 4h; Green chemistry;

With iron(III) chloride; hydrazine hydrate; pyrographite; In methanol; for 3h; Reflux; Green chemistry;

upstream raw materials:

4-chloro-N-methylpicolinamide

4-amino-3-fluorophenol

C₁₂H₁₆FNO

C₁₁H₁₄FNO

Downstream raw materials:

regorafenib

ethyl 3-(3-tert-butyl-5-{[(2-fluoro-4-{[2-(methylcarbamoyl)-pyridin-4-yl]oxy}phenyl)carbamoyl]amino}-1H-pyrazol-1-yl)benzoate

benzyl 6-(3-tert-butyl-5-(3-(2-fluoro-4-(2-(methylcarbamoyl)pyridin-4-yloxy)phenyl)ureido)-1H-pyrazol-1-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate

DCC-2036

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