ChemicalBook CAS DataBase List 1-(6-Methylpyridin-3-yl)-2-(4-(methylsulfonyl)phenyl)ethanone

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

12synthesis methods

Product Name: 1-(6-Methylpyridin-3-yl)-2-(4-(methylsulfonyl)phenyl)ethanone
CAS Number:221615-75-4
Molecular formula:C15H15NO3S
Molecular Weight:289.35

1-(6-Methylpyridin-3-yl)-2-[4-(methylsulfonyl)phenyl]ethanone can be used as organic synthesis intermediate and pharmaceutical intermediate, mainly used in laboratory research. It can be synthesized by substitution reaction between 2-Methyl-5-acetyl-pyridine and 4-bromophenylmethylsulfone.

36357-38-7
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$15.00/250mg

3466-32-8 Synthesis

3466-32-8
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$8.00/1g

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

221615-75-4
268 suppliers
$8.00/250mg

Yield:221615-75-4 91%

Reaction Conditions:

with potassium phosphate;palladium(II) acetylacetonate;4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene in 1-methyl-pyrrolidin-2-one at 100; for 18 h;Product distribution / selectivity;Inert atmosphere;

Steps:

9
Pd(acac)₂(6.1 mg, 0.02 mmol, 0.5 mol %) and Xantphos (23.2 mg, 0.04 mmol, 1 mol o) are introduced into a flared flask provided with coolant. 4-bromophenylmethylsulfone of formula (III, XBr) (1.17 g, 5 mmol), acetylpicoline of formula (II) (541 mg, 4 mmol) and K₃PO₄(2.55 g, 12.0 mmol, 3 eq) are added thereto. Once the argon atmosphere has been stabilized with vacuum-argon cycles, anhydrous and degassed NMP (15 ml) is added with a syringe. The mixture is then kept stirred under stirring in an argon atmosphere for 18 h at 100° C. The conversion is quantitative. The reaction mixture is diluted with a saturated solution of NaHCO₃(50 mL) and extracted with AcOEt (4×50 mL). The combined organic phases were washed with an aqueous solution saturated with NaHCO₃(30 mL), anhydrified on MgSO₄and concentrated in a vacuum. The residue was purified by silica gel chromatography using AcOEt/cyclohexane as eluent in a gradient from 5:5 to 10:0. 1.05 g product were obtained, for a molar yield of 91% as a white crystalline solid.

References:

Castellin, Andrea;Stabile, Paolo;Fontana, Francesco;Lucchi, Ottorino De;Caporale, Andrea;Tartaggia, Stefano US2012/232281, 2012, A1 Location in patent:Page/Page column 7-8

FullText

221615-72-1 Synthesis