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(4-METHOXY-PHENYL)-PYRIDIN-4-YLMETHYL-AMINE, also known as 4-methoxyphenylpyridin-4-ylmethylamine, is a compound with the molecular formula C13H14N2O. It belongs to the class of organic compounds known as anilines, which are aromatic amines derived from benzene. This particular compound contains a pyridine ring and a methoxyphenyl group. It has potential applications in pharmaceuticals and organic synthesis due to its structural features, which may contribute to its interaction with biological systems. (4-METHOXY-PHENYL)-PYRIDIN-4-YLMETHYL-AMINE's properties and potential uses could make it of interest to researchers in medicinal chemistry and drug development.
Used in Pharmaceutical Industry:
(4-METHOXY-PHENYL)-PYRIDIN-4-YLMETHYL-AMINE is used as a pharmaceutical compound for its potential interaction with biological systems due to its structural features, including a pyridine ring and a methoxyphenyl group.
Used in Organic Synthesis:
(4-METHOXY-PHENYL)-PYRIDIN-4-YLMETHYL-AMINE is used as a building block in organic synthesis for creating new compounds with potential applications in various fields, including medicinal chemistry and drug development.

16552-49-1

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16552-49-1 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 16552-49-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,6,5,5 and 2 respectively; the second part has 2 digits, 4 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 16552-49:
(7*1)+(6*6)+(5*5)+(4*5)+(3*2)+(2*4)+(1*9)=111
111 % 10 = 1
So 16552-49-1 is a valid CAS Registry Number.

16552-49-1Downstream Products

16552-49-1Relevant academic research and scientific papers

Reductive Amination Revisited: Reduction of Aldimines with Trichlorosilane Catalyzed by Dimethylformamide─Functional Group Tolerance, Scope, and Limitations

Campbell, Joanna L. P.,Davies, Christopher D.,Ho?ek, Jan,Ko?ovsky, Pavel,Kysilka, Ond?ej,Popov, Kirill K.,Pour, Milan

, p. 920 - 943 (2022/01/27)

Aldimines, generated in situ from aliphatic, aromatic, and heteroaromatic aldehydes and aliphatic, aromatic, and heteroaromatic primary or secondary amines, can be reduced with trichlorosilane in the presence of dimethylformamide (DMF) as an organocatalys

Hitchhiker's Guide to Reductive Amination

Afanasyev, Oleg I.,Chusov, Denis,Makarova, Maria,Podyacheva, Evgeniya,Tsygankov, Alexey A.

supporting information, p. 2667 - 2677 (2019/06/19)

A comparative study of various widely used methods of reductive amination is reported. Specifically, such reducing agents as H 2, Pd/C, hydride reagents [NaBH 4, NaBH 3 CN, NaBH(OAc) 3 ], and CO/Rh 2 (OAc) 4 system were considered. For understanding the selectivity and activity of the reducing agents reviewed herein, different classes of starting materials were tested, including aliphatic and aromatic amines, as well as aliphatic and aromatic aldehydes and ketones. Most important advantages and drawbacks of the methods, such as selectivity of the target amine formation and toxicity of the reducing agents were compared. Methods were also considered from the viewpoint of green chemistry.

Expedient Synthesis of N-Methyl- and N-Alkylamines by Reductive Amination using Reusable Cobalt Oxide Nanoparticles

Senthamarai, Thirusangumurugan,Murugesan, Kathiravan,Natte, Kishore,Kalevaru, Narayana V.,Neumann, Helfried,Kamer, Paul C. J.,Jagadeesh, Rajenahally V.

, p. 1235 - 1240 (2018/02/09)

N-Methyl- and N-alkylamines represent important fine and bulk chemicals that are extensively used in both academic research and industrial production. Notably, these structural motifs are found in a large number of life-science molecules and play vital roles in regulating their activities. Therefore, the development of convenient and cost-effective methods for the synthesis and functionalization of amines by using earth-abundant metal-based catalysts is of scientific interest. In this regard, herein we report an expedient reductive amination process for the selective synthesis of N-methylated and N-alkylated amines by using nitrogen-doped, graphene-activated nanoscale Co3O4-based catalysts. Starting from inexpensive and easily accessible nitroarenes or amines and aqueous formaldehyde or aldehydes in the presence of formic acid, this cost-efficient reductive amination protocol allows the synthesis of various N-methyl- and N-alkylamines, amino acid derivatives, and existing drug molecules.

Dual Role of Acetate in Copper(II) Acetate Catalyzed Dehydrogenation of Chelating Aromatic Secondary Amines: A Kinetic Case Study of Copper-Catalyzed Oxidation Reactions

Sreenath, Kesavapillai,Yuan, Zhao,Macias-Contreras, Miguel,Ramachandran, Vasanth,Clark, Ronald J.,Zhu, Lei

, p. 3728 - 3743 (2016/08/19)

Copper(II) acetate is a frequent empirical choice of the copper source in copper(II)-mediated redox reactions. The effect of the acetate counterion appears crucial but has not been adequately investigated. Herein, we report that copper(II) acetate catalyz

Cyclobutadiene Metal Complexes: A New Class of Highly Selective Catalysts. An Application to Direct Reductive Amination

Afanasyev, Oleg I.,Tsygankov, Alexey A.,Usanov, Dmitry L.,Perekalin, Dmitry S.,Shvydkiy, Nikita V.,Maleev, Victor I.,Kudinov, Alexander R.,Chusov, Denis

, p. 2043 - 2046 (2016/03/15)

A catalyst of a new type, cyclobutadiene complex [(C4Et4)Rh(p-xylene)]PF6, was found to promote selective reductive amination in the presence of carbon monoxide under mild conditions (1-3 bar, 90 °C). The reaction demonstr

Copper-Catalyzed para-Selective C-H Amination of Electron-Rich Arenes

Berzina, Beatrise,Sokolovs, Igors,Suna, Edgars

, p. 7008 - 7014 (2015/11/23)

A one-pot two-step method for para-selective C-H amination of carbocyclic arenes comprises the in situ formation of unsymmetrical diaryl-λ3-iodanes followed by their Cu(I)-catalyzed reaction with a range of N-unprotected amines.

INHIBITORS OF HUMAN IMMUNODEFICIENCY VIRUS REPLICATION

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Page/Page column 66, (2015/05/06)

Compounds of Formula I with activity against HIV, including pharmaceutical compositions and methods for using these compounds in treating human immunodeficiency virus (HIV) infection, are set forth: Formula :(I)

Molecular iodine catalyzed transfer hydrogenation: Reduction of aldimines, ketimines, and α-imino esters

Bachu, Prabhakar,Zhu, Chen,Akiyama, Takahiko

supporting information, p. 3977 - 3981 (2013/07/25)

An efficient and practical protocol for the reduction of aldimines, ketimines, and α-imino esters in the presence of catalytic amount of molecular iodine with Hantzsch ester at ambient temperature afforded the corresponding amines in excellent yields.

Transfer hydrogenation of imines with carboxyl-tailed benzothiazoline as readily removable hydrogen donor

Zhu, Chen,Akiyama, Takahiko

supporting information; experimental part, p. 416 - 418 (2012/02/05)

A benzothiazoline bearing 4-carboxyphenyl group at 2-position was developed as an efficient hydrogen donor for the transfer hydrogenation reaction. Introduction of the carboxyl group significantly facilitated the removal of the residual benzothiazoline an

Br?nsted acid catalyzed reductive amination with benzothiazoline as a highly efficient hydrogen donor

Zhu, Chen,Akiyama, Takahiko

supporting information; experimental part, p. 1251 - 1254 (2011/06/28)

Reductive amination of aldehyde and amine proceeded smoothly in the presence of benzothiazoline as efficient hydrogen source by means of 20 mol% trifluoroacetic acid to give the corresponding amines in excellent yields. Hydrogen-donor abilities of benzothiazoline, benzimidazoline, and benzoxazoline were compared. Georg Thieme Verlag Stuttgart - New York.

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