6-Bromo-N,N-diethylpyridin-2-amine

Base Information

• Chemical Name: 6-Bromo-N,N-diethylpyridin-2-amine
• CAS No.: 856850-57-2
• Molecular Formula: C₉H₁₃BrN₂
• Molecular Weight: 229.12
• European Community (EC) Number: 809-768-9
• DSSTox Substance ID: DTXSID10595659
• Wikidata: Q82490723
• Mol file: 856850-57-2.mol

Synonyms:856850-57-2;6-Bromo-N,N-diethylpyridin-2-amine;6-BROMO-2-DIETHYLAMINOPYRIDINE;6-Bromo-N,N-diethyl-2-pyridinamine;SCHEMBL1432601;DTXSID10595659;MFCD09878973;AKOS013278960;AB54127;BS-24309;6-diethylamino-2-bromopyridine, AldrichCPR;CS-0212067;A863476;F8883-5762

Chemical Property of 6-Bromo-N,N-diethylpyridin-2-amine

Chemical Property:

• Storage Temp.: 2-8°C
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 228.02621
• Heavy Atom Count: 12
• Complexity: 126

Purity/Quality:

97% ^*data from raw suppliers

6-Bromo-N,N-diethylpyridin-2-amine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)C1=NC(=CC=C1)Br

Technology Process of 6-Bromo-N,N-diethylpyridin-2-amine

There total 2 articles about 6-Bromo-N,N-diethylpyridin-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%

2,6-Dibromopyridine (626-05-1) + diethylamine (109-89-7) → 6-bromo-N,N-diethylpyridin-2-amine (856850-57-2)

Guidance literature:

2,6-Dibromopyridine; With palladium diacetate; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); sodium t-butanolate; In toluene; at 20 ℃; for 0.5h; Inert atmosphere; Schlenk technique;

diethylamine; In toluene; at 180 ℃; for 0.75h; Microwave irradiation; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.joc.6b01248

Reference yield: 41.0%

2,6-Dibromopyridine (626-05-1) + ethylamine (75-04-7,85404-22-4) → 6-bromo-N,N-diethylpyridin-2-amine (856850-57-2)

Guidance literature:

Reflux;

DOI:10.1021/jm501042u

Reference yield: 84.0%

6-bromo-N,N-diethylpyridin-2-amine (856850-57-2) + 4‐methyl‐2‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)aniline (948592-80-1) → 6-(2-amino-5-methylphenyl)-N,N-diethylpyridin-2-amine (1208348-10-0)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.tet.2009.11.115

upstream raw materials:

2,6-Dibromopyridine

diethylamine

ethylamine

Downstream raw materials:

6-(2-aminophenyl)-N,N-diethylpyridin-2-amine

6-(2-amino-5-methylphenyl)-N,N-diethylpyridin-2-amine