2-(Pyridin-4-yl)aniline

Base Information

• Chemical Name: 2-(Pyridin-4-yl)aniline
• CAS No.: 106047-18-1
• Molecular Formula: C11H10 N2
• Molecular Weight: 170.214
• Hs Code.: 2933399090
• European Community (EC) Number: 844-323-2
• DSSTox Substance ID: DTXSID00543422
• Wikidata: Q82420293
• Mol file: 106047-18-1.mol

Synonyms:2-(pyridin-4-yl)aniline;2-Pyridin-4-yl-phenylamine;106047-18-1;2-pyridin-4-ylaniline;2-(4-pyridyl)aniline;2-(4-Pyridyl)phenylamine;2-(4-Pyridinyl)benzenamine;2-(pyridin-4-yl)phenylamine;SCHEMBL396362;DTXSID00543422;ODRIUFNOBKDEJX-UHFFFAOYSA-N;MFCD06738704;AKOS010308900;AB27693;BS-25981;CS-0205505;EN300-74144;G41802;10.14272/ODRIUFNOBKDEJX-UHFFFAOYSA-N.1;A801366;doi:10.14272/ODRIUFNOBKDEJX-UHFFFAOYSA-N.1;Z756099086

Chemical Property of 2-(Pyridin-4-yl)aniline

Chemical Property:

• Melting Point: 85-86 °C
• Boiling Point: 140 °C(Press: 1 Torr)
• PKA: 4.92±0.10(Predicted)
• PSA: 38.91000
• Density: 1.133±0.06 g/cm3(Predicted)
• 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:

97% ^*data from raw suppliers

2-Pyridin-4-yl-phenylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-(Pyridin-4-yl)aniline

There total 9 articles about 2-(Pyridin-4-yl)aniline 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: 90.0%

4-pyridylboronic acid (1692-15-5) + 2-bromoaniline (615-36-1) → 2-(pyridin-4-yl)phenylamine (106047-18-1)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate; In 1,4-dioxane; water; at 80 ℃; for 2.5h; Inert atmosphere;

DOI:10.1021/ol2008268

Reference yield: 44.0%

2-iodophenylamine (615-43-0) + diethyl (pyridin-4-yl)borane (93830-58-1) → 2-(pyridin-4-yl)phenylamine (106047-18-1)

Guidance literature:

With potassium hydroxide; tetrabutylammomium bromide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; for 4h; Heating;

DOI:10.1248/cpb.33.4755

Reference yield: 29.0%

2-iodophenylamine (615-43-0) + 4-pyridylboronic acid (1692-15-5) → 2-(pyridin-4-yl)phenylamine (106047-18-1)

Guidance literature:

2-iodophenylamine; 4-pyridylboronic acid; With potassium carbonate; In 1,2-dimethoxyethane; water; at 20 ℃; for 0.5h; Inert atmosphere; Schlenk technique;

With bis-triphenylphosphine-palladium(II) chloride; In 1,2-dimethoxyethane; water; at 90 ℃; for 12h; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201510533

upstream raw materials:

2-iodophenylamine

diethyl (pyridin-4-yl)borane

2-bromoaniline

pyridine

Downstream raw materials:

(methylsulfonyl)(2-(pyridin-4-yl)phenyl)amine

4-nitro-N-[(E)-(2-pyridin-4-ylphenyl)methylidene]aniline

4-(2-azidophenyl)pyridine

1-methyl-4-(2-azidophenyl)pyridinium triflate