3-AMINO-2-PHENYLPYRIDINE

Base Information

• Chemical Name: 3-AMINO-2-PHENYLPYRIDINE
• CAS No.: 101601-80-3
• Molecular Formula: C11H10N2
• Molecular Weight: 170.214
• Hs Code.: 2933399090
• European Community (EC) Number: 692-800-7
• DSSTox Substance ID: DTXSID90376448
• Nikkaji Number: J969.816G
• Wikidata: Q72440903
• Mol file: 101601-80-3.mol

Synonyms:Pyridine,3-amino-2-phenyl- (6CI);(2-Phenylpyridin-3-yl)amine;2-Phenyl-3-aminopyridine;2-Phenyl-3-pyridinamine;

Chemical Property of 3-AMINO-2-PHENYLPYRIDINE

Chemical Property:

• Vapor Pressure: 9.79E-05mmHg at 25°C
• Melting Point: 62-64 °C(Solv: benzene (71-43-2); ligroine (8032-32-4))
• Refractive Index: 1.625
• Boiling Point: 338.486 °C at 760 mmHg
• PKA: 5.37±0.10(Predicted)
• Flash Point: 185.124 °C
• PSA: 38.91000
• Density: 1.133 g/cm³
• LogP: 2.91200
• Storage Temp.: 2-8°C(protect from light)
• 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:

99.0%Min ^*data from raw suppliers

3-Amino-2-phenylpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=C(C=CC=N2)N
• Uses: 3-Amino-2-phenylpyridine is arylpyridine building block that can be prepared using palladium charcoal-catalyzed Suzuki-Miyaura coupling using halopyridinamine and phenylboronic acid as starting materials.

Technology Process of 3-AMINO-2-PHENYLPYRIDINE

There total 12 articles about 3-AMINO-2-PHENYLPYRIDINE 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%

C18H14N2 → 3-amino-2-phenylpyridine (101601-80-3)

Guidance literature:

With hydrogenchloride; In water;

DOI:10.1021/op000227e

Reference yield: 97.0%

2-chloro-3-aminopyridine (6298-19-7) + phenylboronic acid (98-80-6) → 3-amino-2-phenylpyridine (101601-80-3)

Guidance literature:

With Pd(II)/C; sodium carbonate; triphenylphosphine; In 1,2-dimethoxyethane; at 80 ℃; for 9h;

DOI:10.1021/jo034970r

Reference yield: 92.0%

2-phenyl-3-nitropyridine (134896-35-8) → 3-amino-2-phenylpyridine (101601-80-3)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1055/s-0031-1289652

upstream raw materials:

2-chloro-3-aminopyridine

phenylzinc chloride

phenylboronic acid

triphenylboroxine

Downstream raw materials:

(2R₃R,2S₃S)-cis-2-phenylpiperidin-3-amine

2-cyclohexyl-3-aminopiperidine

cis-(+/-)-2-phenylpiperidin-3-ylamine

3-iodo-2-phenylpyridine

Refernces

• 1、 Abramovitch,Notation. "-". . p. 1445. Retrieved 1960.
• 2、 Caron, Stephane,Massett, Steve S.,Bogle, David E.,Castaldi, Michael J.,Braish, Tamim F.. "An efficient and cost-effective synthesis of 2-phenyl-3-aminopyridine". . p. 254 - 256. Retrieved 2001.
• 3、 Qian, Yingjie,Jeong, Sang Yung,Baeck, Sung-Hyeon,Jin, Myung-Jong,Shim, Sang Eun. "A palladium complex confined in a thiadiazole-functionalized porous conjugated polymer for the Suzuki-Miyaura coupling reaction". . p. 33563 - 33571. Retrieved 2019.
• 4、 Abramovitch et al.. "-". . p. 2152,2158. Retrieved 1960.
• 5、 -. "Pyridine-2-aryl-3-sulfonamide compound as well as synthesis method and application thereof". Paragraph 0036; 0037; 0122; 0123. . Retrieved 2020/07/13.