2-iodo-7H-purine

Base Information

• Chemical Name: 2-iodo-7H-purine
• CAS No.: 28128-16-7
• Molecular Formula: C5H3IN4
• Molecular Weight: 246.01
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10364847
• Wikidata: Q82149026
• Mol file: 28128-16-7.mol

Synonyms:2-iodo-7H-purine;28128-16-7;2-iodo-9H-purine;2-IODOPURINE;9H-Purine, 2-iodo-;SCHEMBL5748053;DTXSID10364847;AKOS016003945;W-202175

Chemical Property of 2-iodo-7H-purine

Chemical Property:

• Boiling Point: 563.6 °C at 760 mmHg
• PKA: 6.92±0.20(Predicted)
• Flash Point: 294.7 °C
• PSA: 54.46000
• Density: 2.374 g/cm³
• LogP: 0.95750
• Storage Temp.: 2-8°C
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 245.94024
• Heavy Atom Count: 10
• Complexity: 131

Purity/Quality:

99% ^*data from raw suppliers

2-Iodo-7H-purine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C2C(=NC(=N1)I)N=CN2

Technology Process of 2-iodo-7H-purine

There total 2 articles about 2-iodo-7H-purine 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:

2-(methylthio)-9H-purine (33512-51-5) → 2-iodopurine (28128-16-7)

Guidance literature:

With ammonium sulfate; hydrogen iodide; potassium amide; Yield given. Multistep reaction; 1) 70h, 2) 1h;

DOI:10.1021/jo01303a004

Reference yield:

2-chloro-9H-purine (1681-15-8) → 2-iodopurine (28128-16-7)

Guidance literature:

With ammonium sulfate; hydrogen iodide; potassium amide; Yield given. Multistep reaction; 1) 25h, 2) 1h;

DOI:10.1021/jo01303a004

Reference yield:

2-iodopurine (28128-16-7) → (1S,2R,3S,4R,5S)-4-(2-((3,4-difluorophenyl)ethynyl)-9H-purin-9-yl)-2,3-dihydroxy-N-methylbicyclo[3.1.0]hexane-1-carboxamide

Guidance literature:

Multi-step reaction with 4 steps

1.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0.17 h / 0 - 20 °C

1.2: 20 °C

2.1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / N,N-dimethyl-formamide / 20 °C

3.1: methanol / 24 h / 20 °C

4.1: methanol / 5 h / 70 °C / Acidic conditions

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; di-isopropyl azodicarboxylate; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 2.1: |Sonogashira Cross-Coupling;

DOI:10.1021/acs.jmedchem.5b01998

upstream raw materials:

2-(methylthio)-9H-purine

2-chloro-9H-purine

Refernces