2-Amino-3-bromo-5,6-dimethylpyridine

Base Information

• Chemical Name: 2-Amino-3-bromo-5,6-dimethylpyridine
• CAS No.: 161091-49-2
• Molecular Formula: C7H9BrN2
• Molecular Weight: 201.06
• Hs Code.: 2933399090
• European Community (EC) Number: 833-778-2
• DSSTox Substance ID: DTXSID90404795
• Wikidata: Q82209127
• Mol file: 161091-49-2.mol

Synonyms:2-AMINO-3-BROMO-5,6-DIMETHYLPYRIDINE;161091-49-2;3-bromo-5,6-dimethylpyridin-2-amine;2-Pyridinamine, 3-bromo-5,6-dimethyl-;MFCD04039386;SCHEMBL6635851;6-Amino-5-bromo-2,3-lutidine;DTXSID90404795;AKOS015951021;SB77493;AS-63178;SY055271;CS-0186783;FT-0661615;T70365;A934119;J-009780

Chemical Property of 2-Amino-3-bromo-5,6-dimethylpyridine

Chemical Property:

• Vapor Pressure: 0.00945mmHg at 25°C
• Melting Point: 114-116ºC
• Refractive Index: 1.603
• Boiling Point: 264.9 °C at 760 mmHg
• PKA: 4.43±0.50(Predicted)
• Flash Point: 114 °C
• PSA: 38.91000
• Density: 1.504 g/cm³
• LogP: 2.62430
• Solubility.: Chloroform, Dichloromethane
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 199.99491
• Heavy Atom Count: 10
• Complexity: 118

Purity/Quality:

99% ^*data from raw suppliers

2-Amino-3-bromo-5,6-dimethylpyridine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(N=C1C)N)Br

Technology Process of 2-Amino-3-bromo-5,6-dimethylpyridine

There total 1 articles about 2-Amino-3-bromo-5,6-dimethylpyridine 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-5,6-dimethylpyridine (57963-08-3) → 2-amino-3-bromo-5,6-dimethylpyridine (161091-49-2)

Guidance literature:

With bromine; acetic acid; for 1h; Ambient temperature;

DOI:10.1002/jhet.5570310661

Reference yield:

2-amino-3-bromo-5,6-dimethylpyridine (161091-49-2) → 3-bromo-N-(3-methoxy-2,6-dimethylphenyl)-5,6-dimethylpyridin-2-amine

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium nitrite; sulfuric acid / water / 2.5 h / 0 - 25 °C

1.2: 20 °C

2.1: phosphorus(V) oxybromide / toluene; N,N-dimethyl-formamide; 5,5-dimethyl-1,3-cyclohexadiene / 90 °C / Inert atmosphere

3.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; caesium carbonate / 1,2-dimethoxyethane / 13 h / Inert atmosphere; Reflux

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sulfuric acid; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium nitrite; phosphorus(V) oxybromide; In 1,2-dimethoxyethane; 5,5-dimethyl-1,3-cyclohexadiene; water; N,N-dimethyl-formamide; toluene;

Reference yield:

2-amino-3-bromo-5,6-dimethylpyridine (161091-49-2) → 2-amino-1-(3-methoxy-2,6-dimethylphenyl)-5,6-dimethyl-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium nitrite; sulfuric acid / water / 2.5 h / 0 - 25 °C

1.2: 20 °C

2.1: phosphorus(V) oxybromide / toluene; N,N-dimethyl-formamide; 5,5-dimethyl-1,3-cyclohexadiene / 90 °C / Inert atmosphere

3.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; caesium carbonate / 1,2-dimethoxyethane / 13 h / Inert atmosphere; Reflux

4.1: sodium t-butanolate / 1,2-dimethoxyethane / 0.5 h / 20 °C

4.2: 17 h / Reflux

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sulfuric acid; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate; sodium nitrite; phosphorus(V) oxybromide; In 1,2-dimethoxyethane; 5,5-dimethyl-1,3-cyclohexadiene; water; N,N-dimethyl-formamide; toluene;

upstream raw materials:

2-amino-5,6-dimethylpyridine

Downstream raw materials:

2,3-dibromo-5,6-dimethylpyridine

Refernces