2-Benzylamino-4-methylpyridine

Base Information

• Chemical Name: 2-Benzylamino-4-methylpyridine
• CAS No.: 13021-71-1
• Molecular Formula: C13H14 N2
• Molecular Weight: 198.268
• Hs Code.: 2933399090
• European Community (EC) Number: 235-882-8,623-564-5
• DSSTox Substance ID: DTXSID3065324
• Nikkaji Number: J308.889H
• Wikidata: Q81992115
• Pharos Ligand ID: 8GSRMRTB9KCG
• ChEMBL ID: CHEMBL1762482
• Mol file: 13021-71-1.mol

Synonyms:2-Benzylamino-4-methylpyridine;n-benzyl-4-methylpyridin-2-amine;13021-71-1;58088-62-3;4-Picoline, 2-(benzylamino)-;2-Pyridinamine, 4-methyl-N-(phenylmethyl)-;EINECS 235-882-8;4-Methyl-N-(phenylmethyl)-2-pyridinamine;4-Picoline,2-(benzylamino)-;CHEMBL1762482;2-Benzylamino-4-picoline;2-pyridinamine,4-methyl-n-(phenylmethyl)-;2-(Benzylamino)-4-picoline;SCHEMBL3175243;DTXSID3065324;N-benzyl-4-methyl-pyridin-2-amine;BDBM50339994;MFCD00006253;pyridin-2-amine,4-methyl-n-benzyl-;2-Benzylamino-4-methylpyridine, 98%;AKOS009100468;TS-02808;CS-0368114;FT-0640503;FT-0718492;A806042;J-005769

Chemical Property of 2-Benzylamino-4-methylpyridine

Chemical Property:

• Vapor Pressure: 7.39E-05mmHg at 25°C
• Melting Point: 98-100°C (lit.)
• Boiling Point: 342.7°Cat760mmHg
• Flash Point: 161.1°C
• PSA: 24.92000
• Density: 1.107g/cm³
• LogP: 3.07510
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 198.115698455
• Heavy Atom Count: 15
• Complexity: 175

Purity/Quality:

98%Min ^*data from raw suppliers

2-Benzylamino-4-methylpyridine 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=NC=C1)NCC2=CC=CC=C2

Technology Process of 2-Benzylamino-4-methylpyridine

There total 9 articles about 2-Benzylamino-4-methylpyridine 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: 96.0%

2-Amino-4-methylpyridine (695-34-1) + benzyl alcohol (100-51-6,185532-71-2) → benzyl-(4-methylpyridin-2-yl)amine (13021-71-1)

Guidance literature:

With C₃₁H₂₅ClN₃NiOP; potassium hydroxide; In toluene; at 120 ℃; for 24h; Schlenk technique; Inert atmosphere; Green chemistry;

DOI:10.1021/acs.joc.0c00530

Reference yield: 31.0%

2-Amino-4-methylpyridine (695-34-1) + toluene (108-88-3,15644-74-3,16713-13-6) → benzyl-(4-methylpyridin-2-yl)amine (13021-71-1)

Guidance literature:

With di-tert-butyl peroxide; copper; In neat (no solvent); at 120 ℃; for 12h; Inert atmosphere; Schlenk technique;

DOI:10.1039/d0ob00491j

Reference yield:

N-(4-methylpyridin-2-yl)benzimidamide (4931-12-8) + benzyl alcohol (100-51-6,185532-71-2) → benzyl-(4-methylpyridin-2-yl)amine (13021-71-1) + benzamide (55-21-0,27208-38-4)

Guidance literature:

With potassium hydroxide; In toluene; at 120 ℃; for 15h; Schlenk technique; Glovebox; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.joc.0c00281

upstream raw materials:

2-Amino-4-methylpyridine

benzyl alcohol

2-Bromo-4-picoline

benzylamine

Downstream raw materials:

C₁₃H₁₃BrN₂

tert-butyl N-benzyl-N-(4-(2-(4-fluorophenyl)-2-oxoethyl)pyridin-2-yl)carbamate

2-(N-benzyl-N-Boc-amino)-4-methylpyridine

Refernces

• 1、 Jiang, Yong,Hu, Miao,Sun, Nan,Hu, Baoxiang,Shen, Zhenlu,Hu, Xinquan,Jin, Liqun. "Bidentate geometry-constrained iminopyridyl nickel-catalyzed synthesis of amines or imines via borrowing hydrogen or dehydrogenative condensation". supporting information. . Retrieved 2020/11/27.
• 2、 Chen, Jianbin,Fang, Yanchen,Jia, Xiaofei,Jiang, Shaohua,Li, Zehua,Liang, Zuyu,Lu, Fenghong,Qi, Shuo,Ren, Chaoyu,Yu, Shuangming,Zhang, Chunyan,Zhang, Guoying,Zhang, Sheng. "Base-Mediated Amination of Alcohols Using Amidines". . p. 7728 - 7738. Retrieved 2020/07/15.