1H-Imidazo[4,5-b]pyridin-2-amine,1-methyl-

Base Information

• Chemical Name: 1H-Imidazo[4,5-b]pyridin-2-amine,1-methyl-
• CAS No.: 178885-60-4
• Molecular Formula: C₇H₈N₄
• Molecular Weight: 148.167
• Mol file: 178885-60-4.mol

Synonyms:1H-Imidazo[4,5-b]pyridin-2-amine,1-methyl-;1H-Imidazo[4,5-b]pyridin-2-amine,1-methyl-(9CI);2-AMINO-1-METHYLIMIDAZO(4,5-B)PYRIDINE

Chemical Property of 1H-Imidazo[4,5-b]pyridin-2-amine,1-methyl-

Chemical Property:

• PSA: 56.73000
• LogP: 1.13170

Purity/Quality:

99% ^*data from raw suppliers

1-METHYL-1H-IMIDAZO[4,5-B]PYRIDIN-2-AMINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Imidazo[4,5-b]pyridin-2-amine,1-methyl-

There total 11 articles about 1H-Imidazo[4,5-b]pyridin-2-amine,1-methyl- 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: 80.0%

2-chloro-1-methyl-1H-imidazo[4,5-b]pyridine (65550-24-5) → 2-amino-1-methylimidazo[4,5-b]pyridine (178885-60-4)

Guidance literature:

With ammonium hydroxide; In water; at 100 ℃; for 15h;

DOI:10.1016/j.bmcl.2014.12.089

Reference yield: 43.0%

bromocyane (506-68-3) + 2-amino-3-methylaminopyridine (56291-51-1) → 2-amino-1-methylimidazo[4,5-b]pyridine (178885-60-4)

Guidance literature:

In water; at 40 ℃;

DOI:10.1002/jhet.5570450614

Reference yield:

2-amino-3-methylaminopyridine (56291-51-1) → 2-amino-1-methylimidazo[4,5-b]pyridine (178885-60-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 24 h / 120 °C / Inert atmosphere

2: tert.-butyl lithium; carbon tetrabromide / -78 °C

3: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; ruphos; potassium phosphate / 1,4-dioxane / 1 h / 120 °C / Inert atmosphere; Microwave irradiation

4: hydrogenchloride / tetrahydrofuran / 20 °C / Inert atmosphere

With hydrogenchloride; potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; carbon tetrabromide; tert.-butyl lithium; ruphos; In tetrahydrofuran; 1,4-dioxane; 3: |Buchwald-Hartwig Coupling;

DOI:10.5012/jkcs.2013.57.3.361

upstream raw materials:

bromocyane

2-amino-3-methylaminopyridine

2-chloro-1-methyl-1H-imidazo[4,5-b]pyridine

C₇H₆BrN₃