2-(4-Amino-6-chloroimidazo[4,5-c]pyridin-1-yl)-5-(hydroxymethyl)oxolane-3,4-diol

Base Information

• Chemical Name: 2-(4-Amino-6-chloroimidazo[4,5-c]pyridin-1-yl)-5-(hydroxymethyl)oxolane-3,4-diol
• CAS No.: 40656-71-1
• Molecular Formula: C11H13ClN4O4
• Molecular Weight: 300.6983
• NSC Number: 158900
• DSSTox Substance ID: DTXSID60961047
• Mol file: 40656-71-1.mol

Synonyms:2-(4-amino-6-chloroimidazo[4,5-c]pyridin-1-yl)-5-(hydroxymethyl)oxolane-3,4-diol;6-chloro-1-pentofuranosyl-1h-imidazo[4,5-c]pyridin-4-amine;40656-71-1;NSC158900;DTXSID60961047;NSC-158900;PD048118;FT-0661679;(2R,3R,4S,5R)-2-(4-amino-6-chloroimidazo[4,5-c]pyridin-1-yl)-5-(hydroxymethyl)oxolane-3,4-diol

Chemical Property of 2-(4-Amino-6-chloroimidazo[4,5-c]pyridin-1-yl)-5-(hydroxymethyl)oxolane-3,4-diol

Chemical Property:

• Vapor Pressure: 2.95E-20mmHg at 25°C
• Refractive Index: 1.843
• Boiling Point: 694.6°Cat760mmHg
• PKA: 13.18±0.70(Predicted)
• Flash Point: 373.9°C
• PSA: 126.65000
• Density: 2.02g/cm³
• LogP: -0.14040
• Storage Temp.: Refrigerator
• Solubility.: DMSO, Methanol
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 300.0625326
• Heavy Atom Count: 20
• Complexity: 365

Purity/Quality:

97% ^*data from raw suppliers

4-Amino-6-chloro-1-β-D-ribofuranosylimidazo[4,5-c]pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C2C(=C(N=C1Cl)N)N=CN2C3C(C(C(O3)CO)O)O
• Uses: Adenosine analog

Technology Process of 2-(4-Amino-6-chloroimidazo[4,5-c]pyridin-1-yl)-5-(hydroxymethyl)oxolane-3,4-diol

There total 6 articles about 2-(4-Amino-6-chloroimidazo[4,5-c]pyridin-1-yl)-5-(hydroxymethyl)oxolane-3,4-diol 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%

2,6-dichloro-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-3-deazapurine (63423-94-9) → 2,6-dichloro-9-(β-D-ribofuranosyl)-3-deazapurine (40656-71-1)

Guidance literature:

With ammonia; In water; at 200 ℃; for 120h; regioselective reaction;

DOI:10.1002/ejoc.201301283

Reference yield:

2,6-dichloro-3-nitropyridin-4-amine (2897-43-0) → 2,6-dichloro-9-(β-D-ribofuranosyl)-3-deazapurine (40656-71-1)

Guidance literature:

Multi-step reaction with 5 steps

1: iron; hydrogenchloride / water; ethanol / 16 h / Reflux

2: 5 h / 145 °C

3: formic acid / 5 h / 110 °C

4: toluene-4-sulfonic acid / 0.17 h / 160 °C

5: ammonia / water / 120 h / 200 °C

With hydrogenchloride; formic acid; ammonia; iron; toluene-4-sulfonic acid; In ethanol; water;

DOI:10.1002/ejoc.201301283

Reference yield:

3,4-diamino-2,6-dichloropyridine (101079-63-4) → 2,6-dichloro-9-(β-D-ribofuranosyl)-3-deazapurine (40656-71-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 5 h / 145 °C

2: formic acid / 5 h / 110 °C

3: toluene-4-sulfonic acid / 0.17 h / 160 °C

4: ammonia / water / 120 h / 200 °C

With formic acid; ammonia; toluene-4-sulfonic acid; In water;

DOI:10.1002/ejoc.201301283

upstream raw materials:

2,6-dichloro-3-nitropyridin-4-amine

3,4-diamino-2,6-dichloropyridine

4,6-dichloro-1H-imidazo<4,5-c>pyridine

2,6-dichloro-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-3-deazapurine