2-[(E)-2-phenylethenyl]pyridin-3-amine

Base Information

• Chemical Name: 2-[(E)-2-phenylethenyl]pyridin-3-amine
• CAS No.: 209798-50-5
• Molecular Formula: C₁₃H₁₂N₂
• Molecular Weight: 196.252
• DSSTox Substance ID: DTXSID10450436
• Wikidata: Q82270162
• Mol file: 209798-50-5.mol

Synonyms:209798-50-5;2-Styrylpyridin-3-amine;2-[(E)-2-phenylethenyl]pyridin-3-amine;3-pyridinamine,2-(2-phenylethenyl)-;(E)-2-styrylpyridin-3-amine;SCHEMBL1245895;DTXSID10450436;AKOS006304550;3-Pyridinamine, 2-(2-phenylethenyl)-

Chemical Property of 2-[(E)-2-phenylethenyl]pyridin-3-amine

Chemical Property:

• PSA: 38.91000
• LogP: 3.41540
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 196.100048391
• Heavy Atom Count: 15
• Complexity: 207

Purity/Quality:

99% ^*data from raw suppliers

(E)-2-styrylpyridin-3-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=CC2=C(C=CC=N2)N
• Isomeric SMILES: C1=CC=C(C=C1)/C=C/C2=C(C=CC=N2)N

Technology Process of 2-[(E)-2-phenylethenyl]pyridin-3-amine

There total 5 articles about 2-[(E)-2-phenylethenyl]pyridin-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: 85.0%

3-amino-2-bromopyridine (39856-58-1) + trans-2-phenylvinylboronic acid (6783-05-7) → (E)-2-styrylpyridin-3-amine (209798-50-5)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In ethanol; water; toluene; at 100 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acs.orglett.5b01156

Reference yield: 75.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + 2-chloro-3-aminopyridine (6298-19-7) → (E)-2-styrylpyridin-3-amine (209798-50-5)

Guidance literature:

With sodium hydrogencarbonate; triphenylphosphine; palladium diacetate; In N,N-dimethyl-formamide; at 130 ℃; for 24h;

DOI:10.1016/S0040-4020(98)00328-7

Reference yield: 33.0%

3-nitro-2-(phenylethynyl)pyridine (947330-58-7) → (E)-2-styrylpyridin-3-amine (209798-50-5)

Guidance literature:

With [1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-2-(3H)-ylidene]gold(I)chloride; 2,2'-bis(1,3,2-benzodioxaborole); sodium t-butanolate; In acetonitrile; at 100 ℃; for 12h; Inert atmosphere;

DOI:10.1039/c7ob01918a

upstream raw materials:

styrene

2-chloro-3-aminopyridine

3-amino-2-bromopyridine

trans-2-phenylvinylboronic acid