5-(4-Methoxyphenyl)pyridin-2-amine

Base Information

• Chemical Name: 5-(4-Methoxyphenyl)pyridin-2-amine
• CAS No.: 503536-75-2
• Molecular Formula: C12H12N2O
• Molecular Weight: 200.24
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID10602413
• Wikidata: Q72517919
• Mol file: 503536-75-2.mol

Synonyms:503536-75-2;5-(4-methoxyphenyl)pyridin-2-amine;2-Amino-5-(4-methoxyphenyl)pyridine;5-(4-Methoxyphenyl)-2-pyridinamine;2-Pyridinamine,5-(4-methoxyphenyl)-(9CI);SCHEMBL4500005;DTXSID10602413;MFCD06802137;AKOS004116334;AB30251;BS-28516;DB-071176;CS-0206445

Chemical Property of 5-(4-Methoxyphenyl)pyridin-2-amine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.603
• Boiling Point: 360.552 °C at 760 mmHg
• PKA: 6.27±0.13(Predicted)
• Flash Point: 171.856 °C
• PSA: 48.14000
• Density: 1.149 g/cm³
• LogP: 2.92060
• Storage Temp.: 2-8°C
• Solubility.: Dichloromethane, Ethyl Acetate
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 200.094963011
• Heavy Atom Count: 15
• Complexity: 190

Purity/Quality:

98%min ^*data from raw suppliers

5-(4-Methoxyphenyl)-2-pyridinamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=CN=C(C=C2)N
• Uses: 5-(4-Methoxyphenyl)-2-pyridinaMine can be used in the preparation of luciferase inhibitors, substituted triazoles as antifungal agents and PhIP (A617000) metabolites and derivatives.

Technology Process of 5-(4-Methoxyphenyl)pyridin-2-amine

There total 6 articles about 5-(4-Methoxyphenyl)pyridin-2-amine 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: 97.0%

2-amino-5-iodopyridine (20511-12-0) + 4-methoxyphenylboronic acid (5720-07-0) → 5-(4-methoxyphenyl)-pyridin-2-ylamine (503536-75-2)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; at 120 ℃;

DOI:10.1039/c8ra03697g

Reference yield: 83.0%

5-bromo-2-pyridylamine (1072-97-5) + 4-methoxyphenylboronic acid (5720-07-0) → 5-(4-methoxyphenyl)-pyridin-2-ylamine (503536-75-2)

Guidance literature:

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In water; ethylene glycol; at 80 ℃; for 16h; Inert atmosphere;

DOI:10.1016/j.bmcl.2015.11.018

Reference yield: 82.0%

5-chloro-2-pyridylamine (1072-98-6) + 4-methoxyphenylboronic acid (5720-07-0) → 5-(4-methoxyphenyl)-pyridin-2-ylamine (503536-75-2)

Guidance literature:

With potassium phosphate monohydrate; Ethyl 4-bromobenzoate; C₅₂H₄₉PRu; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In 1,4-dioxane; at 100 ℃; for 4.5h; Inert atmosphere;

DOI:10.1021/jo402089r

upstream raw materials:

5-bromo-2-pyridylamine

4-methoxyphenylboronic acid

N-[(3'-bromo-5'-(4''-methoxyphenyl))pyridin-2'-yl]pyridinium aminide

5-chloro-2-pyridylamine

Downstream raw materials:

C₁₁H₁₀N₂O

N-[5-(4-methoxyphenyl)pyridin-2-yl]benzamide

Refernces

• 1、 Li, Zhao,Gelbaum, Carol,Campbell, Zachary S.,Gould, Paul C.,Fisk, Jason S.,Holden, Bruce,Jaganathan, Arvind,Whiteker, Gregory T.,Pollet, Pamela,Liotta, Charles L.. "Pd-Catalyzed Suzuki coupling reactions of aryl halides containing basic nitrogen centers with arylboronic acids in water in the absence of added base". supporting information. p. 15420 - 15432. Retrieved 2017/12/15.
• 2、 Hoshi, Takashi,Honma, Tomonobu,Mori, Ayako,Konishi, Maki,Sato, Tsutomu,Hagiwara, Hisahiro,Suzuki, Toshio. "An active, general, and long-lived palladium catalyst for cross-couplings of deactivated (hetero)aryl chlorides and bromides with arylboronic acids". . p. 11513 - 11524. Retrieved 2013/12/04.