5-Phenylpyridin-3-amine

Base Information

• Chemical Name: 5-Phenylpyridin-3-amine
• CAS No.: 31676-54-7
• Molecular Formula: C11H10N2
• Molecular Weight: 170.214
• Hs Code.: 2933399090
• European Community (EC) Number: 838-983-0
• DSSTox Substance ID: DTXSID60376556
• Wikidata: Q82165449
• Mol file: 31676-54-7.mol

Synonyms:3-Amino-5-phenylpyridine;5-phenylpyridin-3-amine;31676-54-7;5-PHENYL-PYRIDIN-3-YLAMINE;5-phenyl-3-pyridinamine;SCHEMBL558114;DTXSID60376556;BAXUDPKGRMMFBV-UHFFFAOYSA-N;AMY26936;BCP11448;MFCD04114219;AKOS006292659;AB17997;5-phenyl-pyridin-3-ylamine, AldrichCPR;AS-50236;CS-0195689;FT-0647057;EN300-239871;O11488;A820949;J-517924;F2167-2388;Z1198164226

Chemical Property of 5-Phenylpyridin-3-amine

Chemical Property:

• Vapor Pressure: 2.86E-06mmHg at 25°C
• Refractive Index: 1.625
• Boiling Point: 389.4 °C at 760 mmHg
• PKA: 5.78±0.20(Predicted)
• Flash Point: 217.7 °C
• PSA: 38.91000
• Density: 1.133 g/cm³
• LogP: 2.91200
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 170.084398327
• Heavy Atom Count: 13
• Complexity: 152

Purity/Quality:

98%min ^*data from raw suppliers

5-Phenylpyridin-3-amine ^*data from reagent suppliers

Safty Information:

• Statements: 41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC(=CN=C2)N

Technology Process of 5-Phenylpyridin-3-amine

There total 6 articles about 5-Phenylpyridin-3-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: 99.0%

3-amino-5-bromopyridine (13535-01-8) + phenylboronic acid (98-80-6) → 3-amino-5-phenylpyridine (31676-54-7)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In ethanol; toluene; at 100 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.6b01566

Reference yield: 69.0%

2-chloro-5-nitro-3-phenylpyridine (1119088-46-8) → 3-amino-5-phenylpyridine (31676-54-7)

Guidance literature:

With hydrogen; potassium acetate; palladium on activated carbon; In ethanol; for 24h;

Reference yield: 60.0%

→ 3-amino-5-phenylpyridine (31676-54-7)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate; In 1,2-dimethoxyethane; Reflux; Inert atmosphere;

upstream raw materials:

3-amino-5-bromopyridine

phenylboronic acid

5-chloropyridin-3-amine

2-hydroxy-3-iodo-5-nitropyridine

Downstream raw materials:

2-butyl-5-(5-phenylpyridin-3-ylamino)isoindolin-1-one

Refernces

• 1、 Nguyen, Thuy,Gamage, Thomas F.,Decker, Ann M.,Barrus, Daniel,Langston, Tiffany L.,Li, Jun-Xu,Thomas, Brian F.,Zhang, Yanan. "Synthesis and Pharmacological Evaluation of 1-Phenyl-3-Thiophenylurea Derivatives as Cannabinoid Type-1 Receptor Allosteric Modulators". . p. 9806 - 9823. Retrieved 2019/11/11.
• 2、 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.