cas 221615-72-1, 1-(6-Methylpyridin-3-yl)-2-(4-(Methylthio)phenyl)ethanone

Articles about 221615-72-1Total 11 be found

Selective Late-Stage Oxygenation of Sulfides with Ground-State Oxygen by Uranyl Photocatalysis
Oxygenation is a fundamental transformation in synthesis. Herein, we describe the selective late-stage oxygenation of sulfur-containing complex molecules with ground-state oxygen under ambient conditions. The high oxidation potential of the active uranyl cation (UO22+) enabled the efficient synthesis of sulfones. The ligand-to-metal charge transfer process (LMCT) from O 2p to U 5f within the O=U=O group, which generates a UV center and an oxygen radical, is assumed to be affected by the solvent and additives, and can be tuned to promote selective sulfoxidation. This tunable strategy enabled the batch synthesis of 32 pharmaceuticals and analogues by late-stage oxygenation in an atom- and step-efficient manner.
Li, Yiming,Rizvi, S. Aal-e-Ali,Hu, Deqing,Sun, Danwen,Gao, Anhui,Zhou, Yubo,Li, Jia,Jiang, Xuefeng
supporting information
p. 13499 - 13506
(2019/08/21)

Continuous flow production process for etoricoxib intermediate
The invention discloses a continuous flow production process for an etoricoxib intermediate, belonging to the field of application technologies for bulk pharmaceutical chemical production in fine chemical engineering processes. The method for the etoricoxib intermediate comprises the following steps: step 1, synthesis of an intermediate in a continuous flow microreactor with non-nucleophilic organic strong base as a reagent; and step 2, performing of an oxidation process in the continuous flow microreactor by using a cheap inorganic oxidant under the action of a transition metal catalyst. Themethod comprises the following concrete reaction steps: with 4-(methylthio)phenylacetic acid and methyl 6-methylpyridine-3-carboxylate as starting materials, allowing the 4-(methylthio)phenylacetic acid and the methyl 6-methylpyridine-3-carboxylate to undergo a two-step reaction in the continuous flow microreactor so as to form 1-(6-methylpyridin-3-yl)-2-(4-methylsulfonylphenyl)ethanone. The method provided by the invention adopts novel reagents and catalyst and innovative equipment, has a yield of more than 70%, well controls generation of reaction heat and gas, and has the characteristics ofnovel catalysts, relatively mild reaction conditions, etc.
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Paragraph 0036; 0044-0050; 0056-0061

(2018/11/04)

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.
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Paragraph 0045-0046

(2017/08/25)

Preparation 1 - (6-Methylpyridin-3-yl) - 2 - [4-methylthio-phenyl] ethanone method
The invention relates to a new method for preparing 1-(6-methylpyridine-3-yl)-2-[4-(methylsulfanyl)phenyl]acetone. The method comprises the step of reacting Grignard reagent of formula (II) with isoxazole-2-yl-(6-methylpyridine-3-yl)-ketone of formula (III) at minus 20 to 0 DEG C to obtain the 1-(6-methylpyridine-3-yl)-2-[4-(methylsulfanyl)phenyl]acetone of formula (I). Compared with the prior art, the method has the advantage of lowering the explosive risk of the reaction system.
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Paragraph 0050; 0055-0058; 0064-0067; 0069

(2018/07/10)

PROCESS FOR CYCLOOXYGENASE-2 SELECTIVE INHIBITOR
The present invention describes a process for preparing a cyclooxygenase-2 selective inhibitor. It provides a synthetic procedure for the said substance namely 5-chloro-3-(4-methylsulphonyl)phenyl-2-(2-methyl-5-pyridinyl)pyridine of formula (I). The invention also relates to preparation of a new intermediate of formula (IV) and a process to prepare it. Furthermore, the invention describes a process for preparing another key intermediate of formula (II). Compounds of formula (IV) and formula (II) are useful intermediates in synthesis of the said cyclooxygenase-2 inhibitor.
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Paragraph 0099

(2013/09/26)

A PROCESS FOR CYCLOOXYGENASE-2 SELECTIVE INHIBITOR
The present invention describes a process for preparing a cyclooxygenase-2 selective inhibitor. It provides a synthetic procedure for the said substance namely 5-chloro-3-(4-methylsulphonyl) phenyl-2-(2-methyl-5-pyridinyl) pyridine of formula (I). The invention also relates to preparation of a new intermediate of formula (IV) and a process to prepare it. Furthermore, the invention describes a process for preparing another key intermediate of formula (II). Compounds of formula (IV) and formula (II) are useful intermediates in synthesis of the said cyclooxygenase-2 inhibitor.
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Page/Page column 13

(2012/06/01)

Improved process for preparing 1-(6-methylpyridin-3-yl)-2-[4-(methylsulfonyl)phenyl]ethanone, an intermediate of etoricoxib
The present invention relates to a process for preparing 1-(6-methylpyridin-3-yl)-2-[4-(methylsulfonyl)phenyl]ethanone, an intermediate of the synthesis of Etoricoxib. The synthesis of the intermediates useful for such preparation is also described.
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Page/Page column 10

(2012/09/22)

PROCESS FOR PREPARING 1-(6-METHYLPYRIDIN-3-YL)-2-[4-(METHYLSULFONYL)PHENYL]ETHANONE, AN INTERMEDIATE OF ETORICOXIB
A process for preparing 1-(6-methylpyridin-3-yl)-2-[4-(methyl sulfonyl)phenyl]ethanone, an intermediate of the synthesis of Etoricoxib. The synthesis of the intermediates useful for such preparation is also described.
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Page/Page column 6-7

(2012/09/22)

Process for preparing 1-(6-methylpyridin-3-yl)-2-[4-(methylsulfonyl)phenyl]ethanone
A five-step process for preparing 1-(6-methylpyridin-3-yl)-2-[(4-(methylsulphonyl)phenyl]-ethanone of the formula starting from 4-(methylthio)benzyl alcohol is described. The compound of the formula I is an intermediate for preparing COX-2 inhibitors, pharmaceutically active compounds having analgesic and antiinflammatory action.
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(2008/06/13)

Process for making diaryl pyridines useful as cox-2 inhibitors
The invention encompasses a process for making compounds of Formula I useful in the treatment of cyclooxygenase-2 mediated diseases.
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Page column 15-16

(2010/01/31)

A practical synthesis of a COX-2-specific inhibitor
A number of synthetic strategies to the Cox-2 specific inhibitor 1 have been described. These studies have led to the identification of a novel pyridine construction using annulation of ketone 2 using a vinamidinium species 29 and ammonia in 97% assay yield. Three approaches to the synthesis of ketone 2 are described that allow for its preparation in large quantities in >65% overall yield from methyl 6-methylnicotinate.
Davies,Marcoux,Corley,Journet,Cai,Palucki,Wu,Larsen,Rossen,Pye,DiMichele,Dormer,Reider
p. 8415 - 8420
(2007/10/03)