2-Cyclopentyl-1H-imidazo[4,5-B]pyridine

Base Information

• Chemical Name: 2-Cyclopentyl-1H-imidazo[4,5-B]pyridine
• CAS No.: 119628-83-0
• Molecular Formula: C11H13 N3
• Molecular Weight: 187.24
• ChEMBL ID: CHEMBL221308
• DSSTox Substance ID: DTXSID40508333
• Wikidata: Q82365161
• Mol file: 119628-83-0.mol

Synonyms:119628-83-0;2-Cyclopentyl-3H-imidazo[4,5-b]pyridine;2-CYCLOPENTYL-1H-IMIDAZO[4,5-B]PYRIDINE;CHEMBL221308;DTXSID40508333;AKOS011057148;FT-0716028

Chemical Property of 2-Cyclopentyl-1H-imidazo[4,5-B]pyridine

Chemical Property:

• PSA: 41.57000
• LogP: 2.61550
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 187.110947427
• Heavy Atom Count: 14
• Complexity: 201

Purity/Quality:

99%min ^*data from raw suppliers

2-Cyclopentyl-3H-imidazo[4,5-b]pyridine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(C1)C2=NC3=C(N2)C=CC=N3

Technology Process of 2-Cyclopentyl-1H-imidazo[4,5-B]pyridine

There total 1 articles about 2-Cyclopentyl-1H-imidazo[4,5-B]pyridine 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: 10.0%

2,3-Diaminopyridine (452-58-4) + cyclopentanecarboxylic acid (3400-45-1) → 2-cyclopentyl-3H-imidazo[4,5-b]pyridine (119628-83-0)

Guidance literature:

With PPA; at 100 ℃; for 5h;

DOI:10.1021/jm0607956

Reference yield:

2-cyclopentyl-3H-imidazo[4,5-b]pyridine (119628-83-0) → LUF5816

Guidance literature:

Multi-step reaction with 6 steps

1: 100 percent / aq. H₂O₂; acetic acid / 19 h / 60 - 70 °C

2: trifluoroacetic acid; HNO₃ / 3 h / 90 °C

3: POCl₃ / dimethylformamide / 0.5 h / Heating

4: 140 mg / K₂CO₃ / dimethylformamide / 48 h / 20 °C

5: 70 percent / K₂CO₃ / Pd(PPh₃)4 / toluene / 0.33 h / 150 °C / microwave irradiation

6: 32 percent / ammonium formate / Pd(OH)2/C / ethanol / 0.08 h / 140 °C / 13501.1 Torr / microwave irradiation

With dihydrogen peroxide; nitric acid; ammonium formate; potassium carbonate; acetic acid; trifluoroacetic acid; trichlorophosphate; palladium dihydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In ethanol; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm0607956

Reference yield:

2-cyclopentyl-3H-imidazo[4,5-b]pyridine (119628-83-0) → 9-benzyl-8-cyclopentyl-2,6-diphenyl-1-deazapurine (929533-26-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 100 percent / aq. H₂O₂; acetic acid / 19 h / 60 - 70 °C

2: trifluoroacetic acid; HNO₃ / 3 h / 90 °C

3: POCl₃ / dimethylformamide / 0.5 h / Heating

4: 140 mg / K₂CO₃ / dimethylformamide / 48 h / 20 °C

5: 70 percent / K₂CO₃ / Pd(PPh₃)4 / toluene / 0.33 h / 150 °C / microwave irradiation

With dihydrogen peroxide; nitric acid; potassium carbonate; acetic acid; trifluoroacetic acid; trichlorophosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm0607956

upstream raw materials:

2,3-Diaminopyridine

cyclopentanecarboxylic acid

Downstream raw materials:

9-benzyl-8-cyclopentyl-2,6-dichloro-1-deazapurine

9-benzyl-8-cyclopentyl-2,6-diphenyl-1-deazapurine

Refernces