4-(2-(Methyl(pyridin-2-yl)amino)ethoxy)benzaldehyde

Base Information

• Chemical Name: 4-(2-(Methyl(pyridin-2-yl)amino)ethoxy)benzaldehyde
• CAS No.: 122321-03-3
• Molecular Formula: C15H16N2O2
• Molecular Weight: 256.304
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID70439686
• Nikkaji Number: J2.830.831K
• Wikidata: Q72496696
• Mol file: 122321-03-3.mol

Synonyms:122321-03-3;4-(2-(Methyl(pyridin-2-yl)amino)ethoxy)benzaldehyde;4-[2-(methyl-2-pyridinylamino)ethoxy]benzaldehyde;4-[2-[methyl(pyridin-2-yl)amino]ethoxy]benzaldehyde;4-[2-[methyl(2-pyridyl)amino]ethoxy]benzaldehyde;4-[2-(Methyl-2-pyridinyl amino)ethoxy]benzaldehyde;Benzaldehyde, 4-[2-(methyl-2-pyridinylamino)ethoxy]-;4-[2-(N-Methyl-N-(2-pyridyl)amino)ethoxy]benzaldehyde;4-{2-[Methyl(2-pyridyl)amino]ethoxy}benzaldehyde;4-[2-[n-methyl-n-(2-pyridyl)amino]ethoxy]benzaldehyde;4-{2-[METHYL(PYRIDIN-2-YL)AMINO]ETHOXY}BENZALDEHYDE;4-[2-[Methyl Amino]Ethoxy]-Benzaldehyde;4-[2-(methyl-2-pyridylamino)ethoxy]benzaldehyde;4-[2-(methyl-pyridin-2-yl-amino)ethoxy]benzaldehyde;SCHEMBL1201631;DTXSID70439686;FRMKJZNBTRONBV-UHFFFAOYSA-N;BCP14119;AKOS005215941;4-[2-(Methyl 2-pyridinylamino)ethoxy]benzaldehyde;A804875;(4-[2-(methyl-2-pyridinylamino)ethoxy]benzaldehyde);4-[2-(N-methyl-N-(2-pyridyl)amino) ethoxy] benzaldehyde

Chemical Property of 4-(2-(Methyl(pyridin-2-yl)amino)ethoxy)benzaldehyde

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.62
• Boiling Point: 440.906 °C at 760 mmHg
• PKA: 6.44±0.10(Predicted)
• Flash Point: 220.452 °C
• PSA: 42.43000
• Density: 1.18 g/cm³
• LogP: 2.40930
• Storage Temp.: 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 256.121177757
• Heavy Atom Count: 19
• Complexity: 265

Purity/Quality:

98% ^*data from raw suppliers

4-[2-(Methyl-2-pyridinylamino)ethoxy]benzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(CCOC1=CC=C(C=C1)C=O)C2=CC=CC=N2
• Uses: 4-[2-(Methyl-2-pyridinylamino)ethoxy]benzaldehyde is used in the preparation, molecular docking and SAR of imino-(methyl(pyridyl)aminoethoxy)benzylidene-thiazolidinones as protein tyrosine phosphatase 1B inhibitors and evaluation of their antitumor activity. 4-[2-(Methyl-2-pyridinylamino)ethoxy]benzaldehyde is also used in the synthetic optimization of rosiglitazone and related intermediates for industrial purposes.

Technology Process of 4-(2-(Methyl(pyridin-2-yl)amino)ethoxy)benzaldehyde

There total 15 articles about 4-(2-(Methyl(pyridin-2-yl)amino)ethoxy)benzaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.3%

2-(N-methyl-N-(pyridin-2-yl)amino)ethanol (122321-04-4) + 4-fluorobenzaldehyde (459-57-4) → 4-{2-[methyl(pyridin-2-yl)amino]ethoxy}benzaldehyde (122321-03-3)

Guidance literature:

With potassium hexamethylsilazane; at 60 ℃; for 1h; Temperature;

Reference yield: 86.0%

{4-[2-(methylpyridin-2-ylamino)ethoxy]pheny}methanol (196810-03-4) → 4-{2-[methyl(pyridin-2-yl)amino]ethoxy}benzaldehyde (122321-03-3)

Guidance literature:

With polymer-supported chromic acid; In tetrahydrofuran; for 48h; Heating;

DOI:10.1039/b307549d

Reference yield: 82.0%

4-(2-[methyl(pyridine-2-yl)amino]ethoxy)benzonitrile (1014990-30-7) → 4-{2-[methyl(pyridin-2-yl)amino]ethoxy}benzaldehyde (122321-03-3)

Guidance literature:

4-(2-[methyl(pyridine-2-yl)amino]ethoxy)benzonitrile; With formic acid; water; Raney nickel; at 30 - 105 ℃; for 4h;

With ammonia; water; In water; at 5 - 10 ℃; pH=4.7 - 5;

upstream raw materials:

2-(N-methyl-N-(pyridin-2-yl)amino)ethanol

4-fluorobenzaldehyde

{4-[2-(methylpyridin-2-ylamino)ethoxy]pheny}methanol

4-(2-[methyl(pyridine-2-yl)amino]ethoxy)benzonitrile

Downstream raw materials:

(Z)-5-[4-[2-[N-methyl-N-(pyridin-2-yl)amino]ethoxy]benzylidene]thiazolidine-2,4-dione

5-{4-[2-[N-methyl-N-(2-pyridyl)amino]ethoxy]benzylidene}thiazolin-2,4-dione

rosiglitazone

Refernces

• 1、 das Neves, Adriana M.,Campos, José C.,Gouvêa, Daniela P.,Berwaldt, Gabriele A.,Goulart, Taís B.,Avila, Cinara T.,Machado, Pablo,Zimmer, Geórgia C.,Cunico, Wilson. "Synthesis of Novel Thiazolidin-4-ones and Thiazinan-4-ones Analogous to Rosiglitazone". . p. 251 - 259. Retrieved 2019.
• 2、 Meng, Ge,Zheng, Meilin,Dong, Mengshu,Gao, Yang,Zheng, Aqun,Li, Zhenyu,Hu, Ruizhi. "Synthetic optimization of rosiglitazone and related intermediates for industrial purposes". . p. 2023 - 2033. Retrieved 2016/03/16.