497225-66-8

Upstream product

• 497225-62-4 2-(4-bromo-2-formylphenoxy)-hexanoic acid 
• 1338547-28-6 ethyl 2-(4-bromo-2-formylphenoxy)-hexanoate 
• 615-96-3 Ethyl 2-bromohexanoate 
• 1761-61-1 5-bromosalicyclaldehyde 

Downstream Products

• 955954-62-8 C₂₁H₂₁BrO₃ 
• 141626-36-0 dronedarone 
• 141625-93-6 dronedarone hydrochloride 
• 141626-57-5 N-(2-butyl-3-(4-(3-(dibutylamino)propoxy)-benzoyl)benzofuran-5-yl)-N-(methylsulfonyl)methanesulfonamide 
• 437652-07-8 N-(2-butyl-2,3-dihydro-5-benzofuranyl)methanesulfonamide 
• 1338547-30-0 2-n-butyl-3-{4-[3-(di-n-butylamino)-propoxyl]-benzoyl}-5-bromo-benzofuran 
• 1447931-36-3 (5-bromo-2-butylbenzofuran-3-yl)-[4-(3-chloropropyl)phenyl]methanone 
• 1447931-33-0 C₂₅⁽¹⁴⁾CH₂₉ClO₄ 
• 1447931-43-2 [¹⁴C]SSR₁₄₉₇₄₄ 

Relevant academic research and scientific papers

PROCESS FOR PREPARING SULFONAMIDOBENZOFURAN DERIVATIVES

The invention relates to a process for preparing 5-sulfonamido-benzofuran derivatives of general formula: formula (I) in which R represents an alkyl or aryl group and R1 and R2 represent hydrogen or an alkyl or aryl group. According to the invention, the compounds of formula I are prepared by coupling a benzofuran derivative of general formula II, where X represents chlorine, bromine or iodine or a sulfonate group: formula (II) with a sulfonamide derivative of formula R—SO2—NH2, in the presence of a basic agent and of a catalyst system formed from a complex between a palladium compound and a ligand.

METHOD FOR PREPARING 3-KETO-BENZOFURANE DERIVATIVES

The invention relates to a method for preparing 3-keto-benzofurane derivatives of the general formula: Formula (I), where R is an alkyl or aryl group, R1 is hydrogen or an alkyl or aryl group, and R2 is a substituted alkyl or phenyl group. Said preparation method involves coupling a derivative of Formula III, where X is chlorine, bromine, or iodine or a sulfonate grouping: Formula (III) with a sulfonamide derivative of the formula R—SO2—NH2 in the presence of a basic agent and a catalytic system formed of a complex between a palladium compound and a ligand.

PREPARATION OF BENZOFURANS AND USE THEREOF AS SYNTHETIC INTERMEDIATES

The present invention provides several synthetic methods for preparing N-(2-butylbenzofuran-5-yl)-N-(methylsulfonyl)methanesulfonamide, a compound of formula (3), an intermediate in the preparation of Dronedarone. The present invention further provides a process for preparing Dronedarone, comprising the steps of converting 2-butyl-5-bis(methanesulfon)-amidobenzofuran of formula (3) to Dronedarone, wherein the 2-butyl-5-bis(methanesulfon)-amidobenzofuran of formula (3) is prepared by the processes of the present invention.

Synthesis and reduction of 5-halo-and 5-nitro-1-(benzofuran-3-yl)-2- phenylethanones

Novel 1-(2-alkylbenzofuran-3-yl)-2-(4-methoxyphenyl)ethanones having a halogen or nitro group in position 5 of the benzofuran ring were synthesized starting with the corresponding 2-(2-formylphenoxy)alkanoic acids. 1-(2-Alkylbenzofuran-3-yl)-2-phenylethanols containing bromine or chlorine atom were prepared in high yields by reduction of the corresponding ethanones with lithium aluminum hydride. Selective catalytic reduction of nitro 1-(2-alkylbenzofuran-3-yl)-2-(4-methoxyphenyl)ethanones to the corresponding amino compounds under Pd/C in room temperature was achieved.