N-benzyl-6-methylpyridin-2-amine

Base Information

• Chemical Name: N-benzyl-6-methylpyridin-2-amine
• CAS No.: 70644-47-2
• Molecular Formula: C13H14 N2
• Molecular Weight: 198.268
• European Community (EC) Number: 274-716-9
• DSSTox Substance ID: DTXSID8072085
• Nikkaji Number: J288.744D
• Wikidata: Q81999979
• ChEMBL ID: CHEMBL211000
• Mol file: 70644-47-2.mol

Synonyms:N-benzyl-6-methylpyridin-2-amine;70644-47-2;2-Benzylamino-6-Methylpyridine;2-Pyridinamine, 6-methyl-N-(phenylmethyl)-;EINECS 274-716-9;N-(Benzyl)-6-methylpyridin-2-amine;6-Methyl-N-(phenylmethyl)-2-pyridinamine;6-methyl-~{N}-(phenylmethyl)pyridin-2-amine;JNE;CHEMBL211000;SCHEMBL3174186;DTXSID8072085;2-(Benzylamino)-6-methylpyridine;MFCD00075304;STK499965;AKOS000265918;TS-02807;CS-0319534;FT-0679312

Chemical Property of N-benzyl-6-methylpyridin-2-amine

Chemical Property:

• Vapor Pressure: 0.000201mmHg at 25°C
• Melting Point: 64-66 °C(lit.)
• Boiling Point: 327.5°C at 760 mmHg
• Flash Point: 151.9°C
• PSA: 24.92000
• Density: 1.107g/cm³
• LogP: 3.07510
• XLogP3: 3.1
• 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

N-Benzyl-6-methylpyridin-2-amine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N-benzyl-6-methylpyridin-2-amine

There total 12 articles about N-benzyl-6-methylpyridin-2-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: 94.0%

2-Amino-6-methylpyridine (1824-81-3) + benzyl alcohol (100-51-6,185532-71-2) → 2-(benzylamino)-6-methylpyridine (70644-47-2)

Guidance literature:

With (η4-1,5-cyclooctadiene)dichlororuthenium(II); C₃₂H₃₄N₃P₂⁽¹⁺⁾*Cl^(1-); potassium tert-butylate; In toluene; at 100 ℃; for 24h;

DOI:10.1016/j.catcom.2017.03.007

Reference yield: 66.0%

6-chloro-2-picoline (18368-63-3) + benzylamine (100-46-9) → 2-(benzylamino)-6-methylpyridine (70644-47-2)

Guidance literature:

With potassium phosphate; copper(l) iodide; N¹,N²-bis(2,4,6-trimethoxyphenyl)oxalamide; In dimethyl sulfoxide; at 120 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.5b08411

Reference yield: 66.0%

→ 2-(benzylamino)-6-methylpyridine (70644-47-2)

Guidance literature:

With potassium phosphate; copper(l) iodide; N¹,N²-bis(2,4,6-trimethoxyphenyl)oxalamide; In dimethyl sulfoxide; at 120 ℃; for 24h; Inert atmosphere; Schlenk technique;

upstream raw materials:

2-Amino-6-methylpyridine

formic acid

benzaldehyde

benzyl alcohol

Downstream raw materials:

C₁₃H₁₃Cl₂CrN₂

1-benzyl-7-methyl-2,3-dihydro-1H-[1,8]naphthyridin-4-one O-oxiranylmethyl-oxime

1-benzyl-7-methyl-2,3-dihydro-1H-[1,8]naphthyridin-4-one oxime

1-Benzyl-7-methyl-2,3-dihydro-1H-[1,8]naphthyridin-4-one

Refernces

• 1、 -. "Oxalic amide ligands, and uses thereof in copper-catalyzed coupling reaction of aryl halides". Page/Page column 77-78. . Retrieved 2020/01/09.
• 2、 Vellakkaran, Mari,Singh, Khushboo,Banerjee, Debasis. "An Efficient and Selective Nickel-Catalyzed Direct N-Alkylation of Anilines with Alcohols". . p. 8152 - 8158. Retrieved 2017/12/08.