952340-39-5

Basic information

• Product Name: 5,6,7,7a-Tetrahydrothieno[3,2-c]pyridin-2(4H)-one 4-methylbenzenesulfonate
• Synonyms: 5,6,7,7a-Tetrahydrothieno[3,2-c]pyridin-2(4H)-one 4-methylbenzenesulfonate;5,6,7,7a-Tetrahydrothieno [3,2-c]pyridin-2(4H)-one TsOH salt;Thieno[3,2-c]pyridin-2(4H)-one,5,6,7,7a-tetrahydro-,4-methylbenzenesulfonate;5,6,7,7a-Tetrahydrothieno[3,2-c]pyridin-2(4H)-one 4-methylbenzenesulfonate (for Prasugrel);5,6,7,7a-tetrahydro-4H-thieno[3,2-c]pyridin-2-one,4-methylbenzenesulfonic acid
• CAS NO: 952340-39-5
• Molecular Formula: C₇H₈O₃S*C₇H₉NOS
• Molecular Weight: 327.423
• EINECS: 1312995-182-4
• Mol File: 952340-39-5.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 593.1 °C at 760 mmHg
• Flash Point: 312.5 °C
• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 5,6,7,7a-Tetrahydrothieno[3,2-c]pyridin-2(4H)-one 4-methylbenzenesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: 5,6,7,7a-Tetrahydrothieno[3,2-c]pyridin-2(4H)-one 4-methylbenzenesulfonate(952340-39-5)
• EPA Substance Registry System: 5,6,7,7a-Tetrahydrothieno[3,2-c]pyridin-2(4H)-one 4-methylbenzenesulfonate(952340-39-5)

Safety Data

• Hazardous Substances Data: 952340-39-5(Hazardous Substances Data)

Usage

General Description

5,6,7,7a-Tetrahydrothieno[3,2-c]pyridin-2(4H)-one 4-methylbenzenesulfonate is a chemical compound that consists of a tetrahydrothieno[3,2-c]pyridin-2(4H)-one core with a 4-methylbenzenesulfonate group attached. It is commonly used as a building block in organic synthesis and pharmaceutical research. 5,6,7,7a-Tetrahydrothieno[3,2-c]pyridin-2(4H)-one 4-methylbenzenesulfonate exhibits strong nucleophilicity, making it useful for reactions with electrophiles and other functional groups. Furthermore, the presence of the sulfonate group enhances the compound's solubility in polar solvents, making it easier to work with in various chemical reactions. 5,6,7,7a-Tetrahydrothieno[3,2-c]pyridin-2(4H)-one 4-methylbenzenesulfonate has potential applications in the development of pharmaceutical drugs and could be used as a precursor for the synthesis of new organic molecules with therapeutic properties.

Upstream product

• 30433-91-1 [2-(2-thyenyl)ethyl]amine 
• 54903-50-3 4,5,6,7-tetrahydrothieno[3,2-c]pyridine 
• 109904-25-8 N-trityl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine 
• 28783-41-7 6,7-dihydro-4H-thieno[3,2-c]pyridine hydrochloride 
• 109904-26-9 5-triphenylmethyl-2-oxo-2,4,5,6,7,7a-hexahydrothieno[3,2-c]pyridine 
• 104-15-4 toluene-4-sulfonic acid 

Downstream Products

• 150322-38-6 5-(2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl)-5,6,7,7a-tetrahydrothieno[3,2-c]pyridin-2(4H)-one 
• 1243654-57-0 5-(α-cyclopropylcarbonyl-2-fluorobenzyl)-2-oxo-2,4,5,6,7,7a-hexahydrothieno[3,2-c]pyridine hydrobromide 
• 150322-43-3 prasugel 
• 150322-39-7 5-(α-cyclopropylcarbonyl-2-fluorobenzyl)-2-oxo-2,4,5,6,7,7a-hexahydro thieno[3,2-c] pyridine hydrochloride 
• 1056459-37-0 2-acetoxy-5-[5-chloro-1-(2-fluorophenyl)-2-oxopentyl]-4,5,6,7-tetrahydrothieno[3,2-c]pyridine 
• 952340-38-4 2-(tert-butyldimethylsilyloxy)-5-(α-cyclopropylformyl-2-fluorobenzyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine 
• 178688-31-8 2-triisopropylsilyloxy-4,5,6,7-tetrahydrothieno[3,2-c]pyridine.p-toluenesulfonate 
• 178688-35-2 2-(tert-butyldiphenylsilyloxy)-4,5,6,7-tetrahydrothieno-[3,2-c]pyridine-p-toluenesulfonate 

Relevant articles and documents

PROCESS FOR PREPARING A PHARMACEUTICAL COMPOUND

The object of the present invention is a one-pot process for preparing the 2-acetoxy-5-(2-fluoro-α-cyclopropyl-carbonyl-benzyl)-4,5,6,7-tetrahydro-4H-tieno[3,2-c]-pyridine (prasugrel) of the formula (I) by reacting the 5,6,7,7a-tetrahydro-4H-tieno[3,2-c]-pyridine-2-on of the formula (II) with 2-bromo-1-cyclopropyl-2-(2-fluorophenyl)-etanone of the formula (III) or with 2-chloro-1-cyclopropyl-2-(2-fluorphenyl)-etanone of the formula (IIIa) and acetylating of the formed compound of the formula (IV), wherein the reaction is carried out in the presence of an organic base with an acetylation agent without isolating the compound of the formula (IV). The coupling and acetylation are carried out in the presence of the same organic base such as triethylamine, N,N-diisopropyl-ethylamine or pyridine. At the end of the process the prasugrel of the formula (I) is purified by recrystallization from an organic solvent or a mixture of solvents.

METHOD FOR PREPARING PHARMACEUTICALLY ACTIVE INGREDIENT AND INTERMEDIATES THEREOF

The present invention is related to a safe and industrially applicable method for the preparation of 2-acetoxy-5-(2-fluoro-α-cyclopropyl- carbonyl-benzyl)-4,5,6,7-tetrahydro-4H-thieno[3,2-c]pyridine in a quality suitable for use as pharmaceutically active ingredient wherein the concentration of the impurities of the Formula.(XXIV) or (XXIVa) is reduced.

PROCESS FOR PREPARING PHARMACEUTICAL COMPOUNDS AND INTERMEDIATE COMPOUNDS

The object of the present invention is a process for preparing the 2-acetoxy-5-(2-fluor-α- cyclopropyl-carbonyl-benzyl)-4,5,6,7-tetrahydro-4H-tieno[3,2-c]pyridine (prasugrel) of the formula (I). The process starts form crystalline 5-trityl-4,5,6,7-tetrahydro-tieno[3,2- c]pyridine of the formula (VI). Further objects of the present invention are two novel crystalline forms of 5-trityl-4,5,6,7- tetrahydro-tieno[3,2-c]pyridine of the formula (VI) and the use thereof for preparing the compound of the formula (V) and process preparing thereof.