1056459-37-0

Basic information

• Product Name: 5-(5-chloro-1-(2-fluorophenyl)-2-oxopentyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridin-2-yl acetate
• Synonyms: 5-(5-chloro-1-(2-fluorophenyl)-2-oxopentyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridin-2-yl acetate;5-(5-chloro-1-(3-fluorophenyl)-2-oxopentyl)-4,5,6,7-tetrahydrothieno [3,2-c]pyridin-2-yl acetate;Prasugrel Impurity E;Prasugrel Impurity OXTPback;1-[2-(acetyloxy)-6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl]-5-chloro-1-(2-fluorophenyl)-2-Pentanone;Prasugrel Impurity K
• CAS NO: 1056459-37-0
• Molecular Formula: C₂₀H₂₁ClFNO₃S
• Molecular Weight: 409.9020432
• Mol File: 1056459-37-0.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 522.6±50.0 °C(Predicted)
• Appearance: /
• Density: 1.312±0.06 g/cm3(Predicted)
• PKA: 3.90±0.20(Predicted)
• CAS DataBase Reference: 5-(5-chloro-1-(2-fluorophenyl)-2-oxopentyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridin-2-yl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(5-chloro-1-(2-fluorophenyl)-2-oxopentyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridin-2-yl acetate(1056459-37-0)
• EPA Substance Registry System: 5-(5-chloro-1-(2-fluorophenyl)-2-oxopentyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridin-2-yl acetate(1056459-37-0)

Safety Data

• Hazardous Substances Data: 1056459-37-0(Hazardous Substances Data)

Usage

Uses

Prasugrel 5-Chloro-2-pentanone is an impurity of Prasugrel Hydrochloride(P701150). A novel antiplatelet agent; it is a third-generation thienopyridine. Antiplatelet agent Prasugrel showed greater platelet inhibition and decreased incidence of ischemic events than Clopidogrel but may induce increased incidence of bleeding in patient with acute coronary syndrome

InChI:InChI=1S/C20H21ClFNO3S/c1-13(24)26-19-11-15-12-23(9-7-18(15)27-19)20(17(25)6-3-8-21)14-4-2-5-16(22)10-14/h2,4-5,10-11,20H,3,6-9,12H2,1H3

Upstream product

• 150322-38-6 5-(2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl)-5,6,7,7a-tetrahydrothieno[3,2-c]pyridin-2(4H)-one 
• 204205-33-4 2-bromo-1-cyclopropyl-2-(2-fluorophenyl)ethanone 
• 108-24-7 acetic anhydride 
• 115473-15-9 5,6,7,7a-tetrahydro-thieno[3,2-c]pyridin-2(4H)-one hydrochloride 
• 1056459-35-8 5-chloro-1-(2-fluorophenyl)-pentan-2-one 
• 109904-26-9 5-triphenylmethyl-2-oxo-2,4,5,6,7,7a-hexahydrothieno[3,2-c]pyridine 
• 952340-39-5 5,6,7,7a-tetrahydro-4H-thieno[3,2-c]pyridine-2-one p-toluenesulfonate 
• 1373350-58-3 1-bromo-5-chloro-1-(2-fluorophenyl)-pentan-2-one 
• 109904-25-8 N-trityl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine 
• 150322-73-9 1-cyclopropyl-2-(2-fluorophenyl)ethanone 
• 28783-41-7 6,7-dihydro-4H-thieno[3,2-c]pyridine hydrochloride 

Downstream Products

• 1373350-61-8 2-acetoxy-5-[5-chIoro-1-(2-fluorophenyl)pentyl]-4,5,6,7-tetrahydro-4H-thieno[3,2-c] pyridine maleate 
• 1618107-96-2 5-(5-chloro-1-(2-fluorophenyl)-2-oxopentyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridin-2-yl acetate hydrochloride 

Relevant articles and documents

Preparation method of prasugrel ring-opening chlorinated impurities

The invention relates to the technical field of chemical synthesis of medicines, in particular to a preparation method of prasugrel ring-opening chlorinated impurities. The method comprises the following steps: under the action of concentrated hydrochloric acid, carrying out ring opening and chlorination on prasugrel hydrochloride (formula I) to obtain an intermediate (formula II), and reacting the intermediate II with acetic anhydride to obtain the prasugrel ring-opening chlorinated impurity (formula III). The method has the advantages of short reaction steps, cheap and easily available raw materials, simple operation and post-treatment, mild reaction conditions, good process stability, high yield and good reproducibility.

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.