25363-50-2

Basic information

• Product Name: 3-methyl-2-(4-methoxyphenyl)pyridine
• Synonyms: 3-methyl-2-(4-methoxyphenyl)pyridine
• CAS NO: 25363-50-2
• Molecular Formula: C₁₃H₁₃NO
• Molecular Weight: 199
• Mol File: 25363-50-2.mol
• Article Data: 17

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-methyl-2-(4-methoxyphenyl)pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-methyl-2-(4-methoxyphenyl)pyridine(25363-50-2)
• EPA Substance Registry System: 3-methyl-2-(4-methoxyphenyl)pyridine(25363-50-2)

Safety Data

• Hazardous Substances Data: 25363-50-2(Hazardous Substances Data)

Upstream product

• 18368-76-8 2 chloro-3-methylpyridine 
• 117446-06-7 3-Methyl-2-(phenylmethylthio)-pyridine 
• 5720-07-0 4-methoxyphenylboronic acid 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 3430-17-9 2-bromo-3-picoline 
• 154447-02-6 3-methylpyridin-2-yl trifluoromethanesulfonate 
• 171364-79-7 2-(4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 108-99-6 3-Methylpyridine 
• 19501-58-7 4-methoxyphenylhydrazine hydrochloride 
• 14401-92-4 3-methylpyridinium chloride 
• 104-94-9 4-methoxy-aniline 
• 696-62-8 para-iodoanisole 
• 13139-86-1 4-methoxyphenyl magnesium bromide 

Downstream Products

• 1240787-18-1 (E)-2-(4-methoxy-2-(1-(trimethylsilyl)hex-1-en-2-yl)phenyl)-3-methylpyridine 
• 1240787-15-8 (E)-2-(2-(2,2-dimethyloct-3-en-4-yl)-4-methoxyphenyl)-3-methylpyridine 
• 1240787-12-5 (E)-2-(2-(hex-2-en-2-yl)-4-methoxyphenyl)-3-methylpyridine 
• 1240787-13-6 (E)-2-(2-(hex-2-en-3-yl)-4-methoxyphenyl)-3-methylpyridine 
• 1240787-14-7 (E)-2-(4-methoxy-2-(4-methylpent-2-en-2-yl)phenyl)-3-methylpyridine 
• 1240787-06-7 (E)-2-(4-methoxy-2-(oct-4-en-4-yl)phenyl)-3-methylpyridine 
• 1240787-16-9 (Z)-2-(2-(1,4-bis(trimethylsilyl)but-2-en-2-yl)-4-methoxyphenyl)-3-methylpyridine 
• 1240787-17-0 (E)-2-(2-(1,8-bis(benzyloxy)oct-4-en-4-yl)-4-methoxyphenyl)-3-methylpyridine 
• 1607824-53-2 2-(5-methoxy-2-(3-methylpyridin-2-yl)phenyl)isoindoline-1,3-dione 

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.

Stereodivergent Synthesis of Alkenylpyridines via Pd/Cu Catalyzed C-H Alkenylation of Pyridinium Salts with Alkynes

The first Pd/Cu catalyzed selective C2-alkenylation of pyridines with internal alkynes has been developed via the pyridinium salt activation strategy. Importantly, the configuration of the product alkenylpyridines could be tuned by the choice of the proper N-alkyl group of the pyridinium salts, thus allowing for both the Z- and E-alkenylpyridines synthesized with good regio- and stereoselectivity. A plausible mechanism was proposed based on the Hammett study and KIE experiment.

Practical Ni-Catalyzed Cross-Coupling of Unsaturated Zinc Pivalates with Unsaturated Nonaflates and Triflates

A practical nickel-catalyzed cross-coupling of (hetero)aryl or alkynylzinc pivalates with various unsaturated nonaflates or triflates is described. Organozinc pivalates allow these cross-couplings to take place with high yields and a low catalyst loading (0.5 mol %). Couplings with (E)- and (Z)-alkenyl triflates proceed with retention of configuration.