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3-(2-Methoxyphenyl)pyridine is an organic compound characterized by a pyridine ring (a six-membered aromatic ring with one nitrogen atom) and a 2-methoxyphenyl group (a phenyl ring with a methoxy substituent at the 2nd position) attached to the 3rd position of the pyridine ring. This chemical has a molecular formula of C12H11NO and a molecular weight of 185.22 g/mol. It is a colorless to pale yellow solid with a melting point of 38-40°C. The compound is used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals, particularly in the production of certain pesticides and drugs. It is important to handle this compound with care due to its potential toxicity and reactivity with other chemicals.

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  • 5958-01-0 Structure
  • Basic information

    1. Product Name: 3-(2-METHOXYPHENYL)PYRIDINE
    2. Synonyms: 3-(2-METHOXYPHENYL)PYRIDINE;AKOS BAR-0418
    3. CAS NO:5958-01-0
    4. Molecular Formula: C12H11NO
    5. Molecular Weight: 185.22
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 5958-01-0.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: 3-(2-METHOXYPHENYL)PYRIDINE(CAS DataBase Reference)
    10. NIST Chemistry Reference: 3-(2-METHOXYPHENYL)PYRIDINE(5958-01-0)
    11. EPA Substance Registry System: 3-(2-METHOXYPHENYL)PYRIDINE(5958-01-0)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 5958-01-0(Hazardous Substances Data)

5958-01-0 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 5958-01-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,9,5 and 8 respectively; the second part has 2 digits, 0 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 5958-01:
(6*5)+(5*9)+(4*5)+(3*8)+(2*0)+(1*1)=120
120 % 10 = 0
So 5958-01-0 is a valid CAS Registry Number.

5958-01-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-(2-Methoxyphenyl)pyridine

1.2 Other means of identification

Product number -
Other names 3-(o-methoxyphenyl)pyridine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:5958-01-0 SDS

5958-01-0Relevant articles and documents

Decarbonylative Pd-Catalyzed Suzuki Cross-Coupling for the Synthesis of Structurally Diverse Heterobiaryls

Blakemore, David C.,Cervantes-Reyes, Alejandro,Chinigo, Gary M.,Smith, Aaron C.,Szostak, Michal

supporting information, p. 1678 - 1683 (2022/03/14)

Heteroaromatic biaryls are core scaffolds found in a plethora of pharmaceuticals; however, their direct synthesis by the Suzuki cross-coupling is limited to heteroaromatic halide starting materials. Here, we report a direct synthesis of diverse nitrogen-containing heteroaromatic biaryls by Pd-catalyzed decarbonylative Suzuki cross-coupling of widely available heterocyclic carboxylic acids with arylboronic acids. The practical and modular nature of this cross-coupling enabled the straightforward preparation of >45 heterobiaryl products using pyridines, pyrimidines, pyrazines, and quinolines in excellent yields. We anticipate that the modular nature of this protocol will find broad application in medicinal chemistry and drug discovery research.

An active catalytic system for Suzuki-Miyaura cross-coupling reactions using low levels of palladium loading

Yan, Meng-Qi,Yuan, Jia,Lan, Fang,Zeng, Si-Hao,Gao, Meng-Yue,Liu, Sheng-Hua,Chen, Jian,Yu, Guang-Ao

supporting information, p. 3924 - 3929 (2017/07/10)

An easily available Pd(OAc)2/(2-(anthracen-9-yl)-1H-inden-3-yl) dicyclohexylphosphine/toluene/iPrOH/water catalytic system was developed, which shows high catalytic activity in the Suzuki-Miyaura cross-coupling reactions of a diverse array of aryl and heteroaryl chlorides with Pd loadings down to 0.01 mol%.

Carboxyamido/carbene ligated palladium (II) complex: A versatile catalyst for the synthesis of aryl-substituted heteroarenes

Vishnuvardhan Reddy, Police,Parsharamulu, Thupakula,Annapurna, Manne,Likhar, Pravin R.,Kantam, Mannepalli Lakshmi,Bhargava, Suresh

supporting information, p. 150 - 153 (2016/12/06)

Carboxy amido/carbene ligated Pd-complex catalyzed Suzuki-Miyaura cross-coupling of aryl-boronic acids with heteroaryl bromides is described. The protocol has a broad substrate scope that includes electron-rich, electron-deficient and sterically hindered arylboronic acids and heteroaryl bromides. The catalytic activity of the catalyst has been further investigated in the coupling of 2,6-dibromopyridine with arylboronic acids.

Nickel-Catalyzed Decarbonylative Coupling of Aryl Esters and Arylboronic Acids

Laberge, Nicole A.,Love, Jennifer A.

supporting information, p. 5546 - 5553 (2015/09/01)

A variety of functionalized biaryls can be accessed by coupling aryl and heteroaryl esters with boronic acids in Suzuki-Miyaura-type decarbonylative cross-coupling catalyzed by an affordable catalyst system composed of Ni(cod)2 and PCy3. The methodology is tolerant of a variety of functional groups and presents an attractive alternative to the use of palladium catalysis currently used in industry to acquire such bis(hetero)aryls, but also reveals challenges associated with nickel catalysis of esters in cross-coupling chemistry.

PIPERIDINE AND AZEPINE DERIVATIVES AS PROKINETICIN RECEPTOR MODULATORS

-

Page/Page column 52, (2015/02/25)

The present invention provides compounds of formula (I) and pharmaceutically acceptable salts thereof (Formula (I)) in which m, X, R1, R2, R3 and R5 are as defined in the specification, processes for their preparation, pharmaceutical compositions containing them and their use in therapy.

Direct arylation of pyridines without the use of a transition metal catalyst

Li, Yahui,Liu, Wei,Kuang, Chunxiang

supporting information, p. 7124 - 7127 (2014/07/07)

A method for achieving the direct arylation of pyridines with phenylhydrazine hydrochloride was developed in this study. This new reaction proceeds readily at room temperature without the use of any transition metal catalysts. This method allows rapid access to various arylated heterocycles that are more difficult to access through traditional methods.

AMVN-initiated expedient synthesis of biaryls by the coupling reaction of unactivated arenes and heteroarenes with aryl iodides

Bhakuni, Bhagat Singh,Yadav, Abhimanyu,Kumar, Shailesh,Kumar, Sangit

, p. 827 - 836 (2014/02/14)

The role of radical initiators AMVN and AIBN has been studied in the potassium tert-butoxide mediated biaryl coupling reaction of aryl iodides with unactivated arenes. Radical initiator AMVN promoted carbon-carbon bond formation expeditiously from aryl iodide having various groups such as amino, methoxy, fluoro, methyl, and trifluoromethyl and arenes in the presence of potassium tert-butoxide (4 equiv.) at 110 °C in 2-5 h. Substituted arenes such as toluene, xylene, anisole, and fluorobenzene also proceeded to form biaryls under AMVN-initiated reaction conditions. Moreover naphthalene, pyridine, pyrimidine, and pyridazine also coupled with aryl iodides and produced biaryls in 41-82% yields. It seems that AMVN initiates the formation of the aryl radical, which enters the radical chain reaction. The generated aryl radical may combine with the arene leading to a biaryl radical, which upon protonation gives the biphenyl radical anion and tert-butanol. The biphenyl radical anion finally reacts with the aryl iodide generating the aryl radical and thus completes the radical chain reaction with concomitant release of biphenyl.

Unexpected results of a SNAr-reaction. A novel synthetic approach to 1-arylthio-2-naphthols

Grombein, Cornelia M.,Hu, Qingzhong,Heim, Ralf,Huch, Volker,Hartmann, Rolf W.

supporting information, p. 6615 - 6618 (2013/11/19)

1-(Phenylthio)-3-(pyridin-3-yl)-2-naphthol was obtained as an unexpected result of a nucleophilic aromatic substitution reaction of 3-(pyridine-3-yl) naphthalene-2-yl trifluoromethanesulfonate with thiophenol. This observation led to the discovery of an e

Palladium-catalyzed Suzuki cross-coupling of N′-tosyl arylhydrazines

Liu, Jin-Biao,Yan, Hui,Chen, Hui-Xuan,Luo, Yu,Weng, Jiang,Lu, Gui

supporting information, p. 5268 - 5270 (2013/07/04)

The first palladium-catalyzed Suzuki cross-coupling of N′-tosyl arylhydrazines with various organoboron reagents has been developed for the preparation of biaryl compounds in high yields. N′-Tosyl arylhydrazine as a readily available and stable electrophile also demonstrated its generality in a number of coupling reactions. The Royal Society of Chemistry 2013.

Metal-free arylation of benzene and pyridine promoted by amino-linked nitrogen heterocyclic carbenes

Chen, Wen-Ching,Hsu, Yu-Chen,Shih, Wei-Chun,Lee, Ching-Yu,Chuang, Wen-Han,Tsai, Yi-Fang,Chen, Peter Ping-Yu,Ong, Tiow-Gan

supporting information; experimental part, p. 6702 - 6704 (2012/07/14)

An amino-linked nitrogen heterocyclic carbene (amino-NHC), 1-tBu, has been shown to mediate carbon-carbon coupling through the direct C-H functionalization of benzene and pyridine in the absence of a metal catalyst. Using EPR, the first spectroscopic evidence corroborating the single electron transfer mechanism for the metal-free carbon-carbon coupling manifold, as reported by others, is introduced.

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