5-Amino-2-iodopyridine

Base Information

• Chemical Name: 5-Amino-2-iodopyridine
• CAS No.: 29958-12-1
• Molecular Formula: C5H5IN2
• Molecular Weight: 220.013
• Hs Code.: 2933399090
• European Community (EC) Number: 624-424-6
• DSSTox Substance ID: DTXSID40368070
• Wikidata: Q72438431
• Mol file: 29958-12-1.mol

Synonyms:5-Amino-2-iodopyridine;29958-12-1;6-iodopyridin-3-amine;2-Iodo-5-aminopyridine;3-Pyridinamine, 6-iodo-;MFCD02706663;5-Amino-2-iodo-pyridine;SCHEMBL1530420;5-Amino-2-iodopyridine, 95%;DTXSID40368070;FHJURFWVUOSFQI-UHFFFAOYSA-N;HMS1753F15;BCP23084;AKOS001013367;CS-W014755;GS-5050;AC-23856;A5542;AM20051049;FT-0650589;EN300-6735075;Q-103369;Z56788762

Chemical Property of 5-Amino-2-iodopyridine

Chemical Property:

• Vapor Pressure: 0.000152mmHg at 25°C
• Melting Point: 63-67 °C
• Refractive Index: 1.702
• Boiling Point: 331.8 °C at 760 mmHg
• PKA: 2.78±0.10(Predicted)
• Flash Point: 154.5 °C
• PSA: 38.91000
• Density: 2.055 g/cm³
• LogP: 1.84960
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Sensitive.: Light Sensitive
• Water Solubility.: Insoluble in water.
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 219.94975
• Heavy Atom Count: 8
• Complexity: 76.8

Purity/Quality:

99% ^*data from raw suppliers

5-Amino-2-iodopyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-37/38-41-43
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC=C1N)I
• Uses: 5-Amino-2-iodopyridine is a useful intermediate in the synthesis of antitumor antibiotic L-azatyrosine. Used as pharmaceutical intermediate.

Technology Process of 5-Amino-2-iodopyridine

There total 7 articles about 5-Amino-2-iodopyridine 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: 92.0%

6-bromopyridine-3-amine (13534-97-9) → 5-amino-2-iodopyridine (29958-12-1)

Guidance literature:

With copper(I) oxide; L-proline; potassium iodide; In ethanol; at 110 ℃; for 30h; Schlenk technique; Inert atmosphere; Sealed tube;

DOI:10.1016/j.cattod.2016.01.050

Reference yield: 75.0%

pyridin-3-ylamine (462-08-8) → 5-amino-2-iodopyridine (29958-12-1)

Guidance literature:

With iodine; iodic acid; In ethanol; water; for 0.0833333h; Reflux;

DOI:10.1080/00397910903457332

Reference yield: 72.0%

2-iodo-5-nitropyridine (28080-54-8) → 5-amino-2-iodopyridine (29958-12-1)

Guidance literature:

With tin(ll) chloride; In ethanol; for 4h;

upstream raw materials:

2-iodo-5-nitropyridine

2-chloro-5-nitropyridine

5-nitro-pyridin-2-ylamine

pyridin-3-ylamine

Downstream raw materials:

N-acetyl-sulfanilic acid-(6-iodo-[3]pyridylamide)

(S)-1-(2-cyanophenoxy)-2-hydroxy-3-(2-(1-(4-iodopyrdinyl)ureido-3-yl)ethyl)amino propane

Refernces

• 1、 Radeke, Heike S.,Purohit, Ajay,Harris, Thomas D.,Hanson, Kelley,Jones, Reinaldo,Hu, Carol,Yalamanchili, Padmaja,Hayes, Megan,Yu, Ming,Guaraldi, Mary,Kagan, Mikhail,Azure, Michael,Cdebaca, Michael,Robinson, Simon,Casebier, David. "Synthesis and cardiac imaging of 18F-ligands selective for β1-adrenoreceptors". supporting information; experimental part. p. 650 - 655. Retrieved 2011/11/05.
• 2、 Shinde, Avinash T.,Zangade, Sainath B.,Chavan, Shivaji B.,Vibhute, Archana Y.,Nalwar, Yogesh S.,Vibhute, Yeshwant B.. "A practical iodination of aromatic compounds by using iodine and iodic acid". experimental part. p. 3506 - 3513. Retrieved 2011/02/22.