78526-49-5

Basic information

• Product Name: Propanoic acid, 3-(4-pyridinylthio)-, methyl ester (9CI)
• Synonyms: Propanoic acid, 3-(4-pyridinylthio)-, methyl ester (9CI)
• CAS NO: 78526-49-5
• Molecular Formula: C9H11NO2S
• Molecular Weight: 197.25414
• Product Categories: PYRIDINE
• Mol File: 78526-49-5.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Propanoic acid, 3-(4-pyridinylthio)-, methyl ester (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Propanoic acid, 3-(4-pyridinylthio)-, methyl ester (9CI)(78526-49-5)
• EPA Substance Registry System: Propanoic acid, 3-(4-pyridinylthio)-, methyl ester (9CI)(78526-49-5)

Safety Data

• Hazardous Substances Data: 78526-49-5(Hazardous Substances Data)

Upstream product

• 4556-23-4 pyridine-4-thiol 
• 292638-85-8 acrylic acid methyl ester 
• 78526-32-6 2,6-Dimethyl-4'-p-tolylsulfanyl-4'H-[1,1']bipyridinyl-4-one 
• 78526-30-4 3-(2',6'-Dimethyl-4'-oxo-4H,4'H-[1,1']bipyridinyl-4-ylsulfanyl)-propionic acid methyl ester 

Downstream Products

• 5938-16-9 4-(4-methoxylphenyl)pyridine 

Relevant articles and documents

Base-Activated Latent Heteroaromatic Sulfinates as Nucleophilic Coupling Partners in Palladium-Catalyzed Cross-Coupling Reactions

Heteroaromatic sulfinates are effective nucleophilic reagents in Pd0-catalyzed cross-coupling reactions with aryl halides. However, metal sulfinate salts can be challenging to purify, solubilize in reaction media, and are not tolerant to multi-step transformations. Here we introduce base-activated, latent sulfinate reagents: β-nitrile and β-ester sulfones. We show that under the cross-coupling conditions, these species generate the sulfinate salt in situ, which then undergo efficient palladium-catalyzed desulfinative cross-coupling with (hetero)aryl bromides to deliver a broad range of biaryls. These latent sulfinate reagents have proven to be stable through multi-step substrate elaboration, and amenable to scale-up.