3,6-Dimethyl-3H-imidazo[4,5-b]pyridin-2-amine

Base Information

• Chemical Name: 3,6-Dimethyl-3H-imidazo[4,5-b]pyridin-2-amine
• CAS No.: 155789-84-7
• Molecular Formula: C₈H₁₀N₄
• Molecular Weight: 162.194
• DSSTox Substance ID: DTXSID00438480
• Wikidata: Q82254240
• Mol file: 155789-84-7.mol

Synonyms:155789-84-7;3,6-Dimethyl-3H-imidazo[4,5-b]pyridin-2-amine;3,6-DIMETHYLIMIDAZO[4,5-B]PYRIDIN-2-AMINE;3H-Imidazo[4,5-b]pyridin-2-amine, 3,6-dimethyl-;2-Amino-3,6-dimethylimidazo[4,5-b]pyridine;DTXSID00438480;AKOS017529852

Chemical Property of 3,6-Dimethyl-3H-imidazo[4,5-b]pyridin-2-amine

Chemical Property:

• Boiling Point: 366.4±34.0 °C(Predicted)
• PKA: 8.12±0.30(Predicted)
• PSA: 57.46000
• Density: 1.35±0.1 g/cm3(Predicted)
• LogP: 0.78900
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 162.090546336
• Heavy Atom Count: 12
• Complexity: 172

Purity/Quality:

99%min ^*data from raw suppliers

3,6-Dimethyl-3H-imidazo[4,5-b]pyridin-2-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(N=C1)N(C(=N2)N)C
• Uses: 3,6-Dimethyl-3H-imidazo[4,5-b]pyridin-2-amine possesses anti-bacterial properties in various body organs of cockroaches (Periplaneta americana) and showed potent anti-bacterial activity in crude brain against methicillin-resistant Staphylococcus aureus and neuropathogenic Escherichia coli K1.

Technology Process of 3,6-Dimethyl-3H-imidazo[4,5-b]pyridin-2-amine

There total 7 articles about 3,6-Dimethyl-3H-imidazo[4,5-b]pyridin-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: 65.0%

2-chloro-3,6-dimethylimidazo<4,5-b>pyridine (155790-11-7) → 2-amino-3,6-dimethylimidazo<4,5-b>pyridine (155789-84-7)

Guidance literature:

With ammonium hydroxide; at 100 ℃;

Reference yield:

(5-methyl-pyridin-2-yl)amine (1603-41-4) → 2-amino-3,6-dimethylimidazo<4,5-b>pyridine (155789-84-7)

Guidance literature:

Multi-step reaction with 7 steps

1: ethanol / 5 h / 20 °C

2: NaBH₄ / tetrahydrofuran / 8 h / Heating

3: 64 percent / conc. H₂SO₄, fuming HNO₃ / 1 h / 20 °C

4: H₂ / Raney Ni / methanol / 1 h / 20 °C

5: 46 percent / 6 h / 135 °C

6: 68 percent / PCl₅, POCl₃ / Heating

7: 65 percent / 25percent NH₄OH / 100 °C

With ammonium hydroxide; sodium tetrahydroborate; phosphorus pentachloride; sulfuric acid; hydrogen; nitric acid; trichlorophosphate; nickel; In tetrahydrofuran; methanol; ethanol;

Reference yield:

2-(methylamino)-5-methylpyridine (45715-13-7) → 2-amino-3,6-dimethylimidazo<4,5-b>pyridine (155789-84-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 64 percent / conc. H₂SO₄, fuming HNO₃ / 1 h / 20 °C

2: H₂ / Raney Ni / methanol / 1 h / 20 °C

3: 46 percent / 6 h / 135 °C

4: 68 percent / PCl₅, POCl₃ / Heating

5: 65 percent / 25percent NH₄OH / 100 °C

With ammonium hydroxide; phosphorus pentachloride; sulfuric acid; hydrogen; nitric acid; trichlorophosphate; nickel; In methanol;

upstream raw materials:

2-chloro-3,6-dimethylimidazo<4,5-b>pyridine

(5-methyl-pyridin-2-yl)amine

2-(methylamino)-5-methylpyridine

N₂,5-dimethylpyridine-2,3-diamine

Refernces