1-(6-Methylpyridin-3-yl)-2-(4-(methylsulfonyl)phenyl)ethanone

Base Information

• Chemical Name: 1-(6-Methylpyridin-3-yl)-2-(4-(methylsulfonyl)phenyl)ethanone
• CAS No.: 221615-75-4
• Molecular Formula: C15H15NO3S
• Molecular Weight: 289.355
• Hs Code.: 2933399090
• European Community (EC) Number: 606-942-4
• UNII: RCYJMCPV68
• DSSTox Substance ID: DTXSID90432937
• Nikkaji Number: J1.422.584F
• Wikidata: Q82247077
• Mol file: 221615-75-4.mol

Synonyms:221615-75-4;1-(6-Methylpyridin-3-yl)-2-(4-(methylsulfonyl)phenyl)ethanone;1-(6-methylpyridin-3-yl)-2-(4-methylsulfonylphenyl)ethanone;1-(6-Methylpyridin-3-yl)-2-[4-(methylsulfonyl)phenyl]ethanone;2-(4-Methanesulfonyl-phenyl)-1-(6-methyl-pyridin-3-yl)-ethanone;2-(4-MESYLPHENYL)-1-(6-METHYLPYRIDIN-3-YL)- ETHAN-1-ONE;RCYJMCPV68;Ketosulfone;3-(4-Mesylphenylacetyl)-6-methylpyridine;1-(6-Methyl-3-pyridinyl)-2-[4-(methylsulfonyl)phenyl]ethanone;Ethanone, 1-(6-methyl-3-pyridinyl)-2-[4-(methylsulfonyl)phenyl]-;EC 606-942-4;1-(6-Methylpyridine-3-yl)-2-((4-methylsulfonyl)phenyl)ethanone;ETHANONE, 1-(6-METHYL-3-PYRIDINYL)-2-(4-(METHYLSULFONYL)PHENYL)-;1-(6-Methyl-3-pyridinyl)-2-[4-(methylsulfonyl)phenyl]-ethanone;UNII-RCYJMCPV68;(Ethanone,1-(6-methyl-3-pyridinyl)-2-[4-(methylsulfonyl)phenyl]- );SCHEMBL322719;AMY401;DTXSID90432937;YBFHILNBYXCJKD-UHFFFAOYSA-N;BCP10864;CS-B0765;WIA61575;1-(6-methylpyridin-3-yl)-2-(4-(methylsulfonyl)phenyl)ethan-1-one;MFCD11110696;AKOS016011204;DS-6392;AC-25856;FT-0698037;2-(4-mesylphenyl)-1-(6-methylpyridin-3-yl)ethan-1-one;1-(6-methyl-3-pyridinyl)-2-[4-(methylsulfonyl)phenyl]-ethanone;2-(4-MESYLPHENYL)-1-(6-METHYLPYRIDIN-3-YL)-ETHAN-1-ONE;2-[4-(Methanesulfonyl)phenyl]-1-(6-methylpyridin-3-yl)ethan-1-one

Chemical Property of 1-(6-Methylpyridin-3-yl)-2-(4-(methylsulfonyl)phenyl)ethanone

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.573
• Boiling Point: 509.695 °C at 760 mmHg
• PKA: 3.75±0.10(Predicted)
• Flash Point: 262.054 °C
• PSA: 72.48000
• Density: 1.242 g/cm³
• LogP: 3.29970
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated)
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 289.07726451
• Heavy Atom Count: 20
• Complexity: 433

Purity/Quality:

99.0% ^*data from raw suppliers

2-(4-Methanesulfonyl-phenyl)-1-(6-methyl-pyridin-3-yl)-ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=NC=C(C=C1)C(=O)CC2=CC=C(C=C2)S(=O)(=O)C
• Uses: This compound is an impurity in the synthesis of Etoricoxib (E934100), a specific inhibitor of COX-2 .

Technology Process of 1-(6-Methylpyridin-3-yl)-2-(4-(methylsulfonyl)phenyl)ethanone

There total 25 articles about 1-(6-Methylpyridin-3-yl)-2-(4-(methylsulfonyl)phenyl)ethanone 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%

1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7) + 4-bromoohenyl methyl sulfone (3466-32-8) → 1-(6-methyl-3-pyridinyl)-2-[4-(methylsulfonyl)phenyl]ethanone (221615-75-4)

Guidance literature:

With potassium phosphate; palladium(II) acetylacetonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1-methyl-pyrrolidin-2-one; at 100 ℃; for 18h; Product distribution / selectivity; Inert atmosphere;

Reference yield: 78.0%

Methyl 6-methylnicotinate (5470-70-2) + lithium (4-methylsulfonylphenyl)acetate (1421227-96-4) → 1-(6-methylpyridin-3-yl)-2-({4-[2-(6-methylpyridin-3-yl)-2-oxoethyl]phenyl}sulfonyl)ethanone (1421227-97-5) + 1-(6-methyl-3-pyridinyl)-2-[4-(methylsulfonyl)phenyl]ethanone (221615-75-4)

Guidance literature:

With tert-butylmagnesium chloride; In tetrahydrofuran; at 65 - 70 ℃; for 1.5h;

Reference yield: 69.0%

1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7) + 4-chlorophenyl methyl sulfone (98-57-7) → 1-(6-methyl-3-pyridinyl)-2-[4-(methylsulfonyl)phenyl]ethanone (221615-75-4)

Guidance literature:

With palladium(II) acetylacetonate; potassium phosphate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In dimethyl sulfoxide; at 150 ℃; for 16h; Inert atmosphere;

DOI:10.1039/c3ra42619j

upstream raw materials:

Methyl 6-methylnicotinate

4-(methylsulfonyl)phenylacetic acid

1-(6-methyl-3-pyridinyl)-2-[4-(methyl sulfide)phenyl]ethanone

2-methyl-5-formylpyridine

Downstream raw materials:

3,5-dichloropyridine

etoricoxib

1-(6-methyl-3-pyridinyl)-3-(4-methanesulfonylphenyl)furan

Etoricoxib-1'-N-Oxide

Refernces

• 1、 -. "Continuous flow production process for etoricoxib intermediate". Paragraph 0036; 0044; 0051-0054; 0062-0065. . Retrieved 2018/11/04.
• 2、 -. "Preparation of relying on tests the past intermediate 1 - (6 - methyl pyridine - 3 - yl) - 2 - [4 - (methylsulfonyl) phenyl] ethanone method". Paragraph 0056-0057. . Retrieved 2017/08/25.