221615-75-4

Basic information

• Product Name: 2-(4-MESYLPHENYL)-1-(6-METHYLPYRIDIN-3-YL)- ETHAN-1-ONE
• Synonyms: 2-(4-MESYLPHENYL)-1-(6-METHYLPYRIDIN-3-YL)- ETHAN-1-ONE;1-(6-Methylpyridin-3-yl)-2-[4-(methylsulfonyl)phenyl]ethanone;1-(6 –Methyl- pyridine-3-yl)-2-[(4-Methylsulphonyl) ethanone];1-(6-Methyl-3-pyridinyl)-2-[4-(Methylsulfonyl)phenyl]-ethanone;1-(6-Methyl-3-pyridyl)-2-(4-(Methylsulfonyl)-phenyl)ethanone;2-(4-Methanesulfonyl-phenyl)-1-(6-methyl-pyridin-3-yl)-ethanone;(Ethanone,1-(6-Methyl-3-pyridinyl)-2-[4-(Methylsulfonyl)phenyl]- );Etoricoxib Impurity D
• CAS NO: 221615-75-4
• Molecular Formula: C₁₅H₁₅NO₃S
• Molecular Weight: 289.3495
• Product Categories: API intermediates;RB3;intermediates
• Mol File: 221615-75-4.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 509.695 °C at 760 mmHg
• Flash Point: 262.054 °C
• Appearance: /
• Density: 1.242 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.573
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: DMSO (Slightly), Methanol (Slightly, Heated)
• PKA: 3.75±0.10(Predicted)
• CAS DataBase Reference: 2-(4-MESYLPHENYL)-1-(6-METHYLPYRIDIN-3-YL)- ETHAN-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-MESYLPHENYL)-1-(6-METHYLPYRIDIN-3-YL)- ETHAN-1-ONE(221615-75-4)
• EPA Substance Registry System: 2-(4-MESYLPHENYL)-1-(6-METHYLPYRIDIN-3-YL)- ETHAN-1-ONE(221615-75-4)

Safety Data

• Hazardous Substances Data: 221615-75-4(Hazardous Substances Data)

Usage

Uses

This compound is an impurity in the synthesis of Etoricoxib (E934100), a specific inhibitor of COX-2 .

InChI:InChI=1/C15H15NO3S/c1-11-3-6-13(10-16-11)15(17)9-12-4-7-14(8-5-12)20(2,18)19/h3-8,10H,9H2,1-2H3

Upstream product

• 5470-70-2 Methyl 6-methylnicotinate 
• 16188-55-9 2-(4-(methylthio)phenyl)acetic acid 
• 52535-35-0 2-methyl-4-(6-methylpyridin-3-yl)but-3-yn-2-ol 
• 36357-38-7 1-(6-methyl-pyridin-3-yl)-ethanone 
• 98-57-7 4-chlorophenyl methyl sulfone 
• 321913-54-6 1-(6-methyl-3-pyridinyl)-2-cyano-2-[(4-methylthio)phenyl]ethanone 
• 90536-66-6 4-(methylsulfonyl)phenylacetic acid 
• 1421227-96-4 lithium (4-methylsulfonylphenyl)acetate 
• 1421227-95-3 sodium (4-methylsulfonylphenyl)acetate 
• 1945-85-3 2-methyl-5-pyridylacetylene 
• 1121-78-4 5-Hydroxy-2-methylpyridine 
• 3466-32-8 4-bromoohenyl methyl sulfone 
• 111770-91-3 (6-methylpyridin-3-yl)trifluoromethanesulfonate 
• 38746-92-8 2-[4-(methylsulfanyl)phenyl]acetonitrile 

Downstream Products

• 2457-47-8 3,5-dichloropyridine 
• 202409-33-4 etoricoxib 
• 307531-96-0 1-(6-methyl-3-pyridinyl)-3-(4-methanesulfonylphenyl)furan 
• 1620210-76-5 3-chloro-6-(6-methylpyridin-3-yl)-5-(4-(methylsulfonyl)phenyl)-2H-pyran-2-one 

Relevant articles and documents

Etoricoxib purification and preparation method

The invention relates to an etoricoxib purification method which includes the operation: performing reduction reaction on etoricoxib crude drugs to be purified and reduction agents in solvents. The invention further relates to a method for preparing etoricoxib. The purity of the finished etoricoxib prepared by the preparation method is higher than 99.9%, the total content of an impurity F, an impurity 20 and an impurity 21 is lower than 0.001%, and no impurity M is detected.

Preparation of relying on tests the past intermediate 1 - (6 - methyl pyridine - 3 - yl) - 2 - [4 - (methylsulfonyl) phenyl] ethanone method

The invention provides a preparation method of 1-(6-methylpyridyl-3-yl)-2-[4-(mesyl)-phenyl]-ethyl-one, which is characterized by comprising the following steps: (1) adding a compound B and an organic metal reagent into (4-dimethylsulfido)phenylacetic acid or metal salt (A) thereof to perform condensation reaction to obtain a compound C disclosed in the specification, wherein M is selected from H or metals and is preferably H or an alkali metal, and R is selected from H or C1-C6 alkyl groups; and (2) oxidizing the compound C with oxydol to obtain a compound D disclosed in the specification. In the two-step synthesis process, the yield from the compound A to the compound C is about 85%, the yield from the compound C to the compound D is about 90%, and the total mole yield is 65-80%; and the HPLC (high performance liquid chromatography) purity of the compound D is higher than 98%.Compared with the prior art, the method provided by the invention has the advantages of higher product quality and lower cost.

The Process For Preparing a Ketosulfone Derivative

The present invention relates to a process for preparing a ketosulfone derivative and, more particularly, to an improved method for synthesising 1-(6-methylpyridin-3-yl)-2-[(4-methylsulfonyl)-phenyl]ethanone by means of Pd-catalysed alpha arylation process of a heteroaromatic ketone derivative.