Methyl 3-{[(2,6-difluoropheyl)sulfonyl]aMino}-2-fluorabenzoate

Base Information

• Chemical Name: Methyl 3-{[(2,6-difluoropheyl)sulfonyl]aMino}-2-fluorabenzoate
• CAS No.: 1195768-19-4
• Molecular Formula: C14H10F3NO4S
• Molecular Weight: 345.299
• Mol file: 1195768-19-4.mol

Synonyms:Methyl 3-{[(2,6-difluoropheyl)sulfonyl]aMino}-2-fluorabenzoate;Methyl 3-{[(2,6-difluorophenyl)sulfonyl]aMino}-2-fluorobenzoate;Methyl 3-(2,6-difluorophenylsulfonaMido)-2-fluorobenzoate

Chemical Property of Methyl 3-{[(2,6-difluoropheyl)sulfonyl]aMino}-2-fluorabenzoate

Chemical Property:

• Boiling Point: 445.4±55.0 °C(Predicted)
• PKA: 6.68±0.10(Predicted)
• PSA: 80.85000
• Density: 1.507±0.06 g/cm3(Predicted)
• LogP: 3.84510
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98% ^*data from raw suppliers

Methyl3-(2,6-difluorophenylsulfonamido)-2-fluorobenzoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 3-{[(2,6-difluoropheyl)sulfonyl]aMino}-2-fluorabenzoate

There total 8 articles about Methyl 3-{[(2,6-difluoropheyl)sulfonyl]aMino}-2-fluorabenzoate 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: 91.0%

3-amino-2-fluorobenzoic acid methyl ester (1195768-18-3) + 2,6-difluorobenzene-1-sulfonyl chloride (60230-36-6) → 3-(2,6-difluorobenzenesulfonamido)-2-fluorobenzoic acid methyl ester (1195768-19-4)

Guidance literature:

With pyridine; In dichloromethane; at 15 - 25 ℃;

Reference yield:

2-fluoro-3-bromobenzoic acid methyl ester (206551-41-9) → 3-(2,6-difluorobenzenesulfonamido)-2-fluorobenzoic acid methyl ester (1195768-19-4)

Guidance literature:

Multi-step reaction with 3 steps

1: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; caesium carbonate / 90 °C / Sealed tube; Inert atmosphere

2: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

3: pyridine / dichloromethane / 20 °C

With pyridine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/ml4000063

Reference yield:

3-bromo-2-fluorobenzoic acid (161957-56-8) → 3-(2,6-difluorobenzenesulfonamido)-2-fluorobenzoic acid methyl ester (1195768-19-4)

Guidance literature:

Multi-step reaction with 4 steps

1: sulfuric acid / 1 h / Reflux

2: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; caesium carbonate / 90 °C / Sealed tube; Inert atmosphere

3: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

4: pyridine / dichloromethane / 20 °C

With pyridine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sulfuric acid; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/ml4000063

upstream raw materials:

3-amino-2-fluorobenzoic acid methyl ester

2,6-difluorobenzene-1-sulfonyl chloride

3-amino-2-fluoro benzoic acid

methyl 3-((tert-butoxycarbonyl)amino)-2-fluorobenzoate

Downstream raw materials:

2,6-Difluoro-N-{2-fluoro-3-[2-(1-methylethyl)-5-(2-{[2-(methylsulfonyl)ethyl]amino}-4-pyrimidinyl)-1,3-thiazol-4-yl]phenyl}benzenesulfonamide

Refernces

• 1、 -. "LIM KINASE INHIBITORS, PHARMACEUTICAL COMPOSITION AND METHOD OF USE IN LIMK-MEDIATED DISEASES". Page/Page column 35; 36. . Retrieved 2018/04/20.
• 2、 -. "PHARMACEUTICAL COMBINATION COMPRISING THE PI3K INHIBITOR ALPELISIB AND THE B-RAF INHIBITOR DABRAFENIB; THE USE OF SUCH COMBINATION IN THE TREATMENT OR PREVENTION OF CANCER". Page/Page column 29. . Retrieved 2017/03/21.