2-Amino-5-chloro-3-iodopyridine

Base Information

• Chemical Name: 2-Amino-5-chloro-3-iodopyridine
• CAS No.: 211308-81-5
• Molecular Formula: C5H4ClIN2
• Molecular Weight: 254.458
• Hs Code.: 2933399090
• European Community (EC) Number: 677-833-7
• DSSTox Substance ID: DTXSID30454375
• Nikkaji Number: J980.392K
• Wikidata: Q72434450
• Mol file: 211308-81-5.mol

Synonyms:2-AMINO-5-CHLORO-3-IODOPYRIDINE;211308-81-5;5-chloro-3-iodopyridin-2-amine;5-Chloro-3-iodo-pyridin-2-ylamine;5-chloro-3-iodo-2-pyridinamine;2-PYRIDINAMINE, 5-CHLORO-3-IODO-;MFCD07644578;5-chloro-3-iodo-pyridin-2-amine;5-chloro-3-iodopyridin-2-ylamine;SCHEMBL892755;5-chloro-3-iodo-2-aminopyridine;AMY7078;DTXSID30454375;2-Amino-3-iodo-5-chloropyridine;DIONPYCYVWCDIG-UHFFFAOYSA-N;5-Chloro-3-iodo-2-amino-pyridine;AKOS005071981;AB42079;CC-0804;AC-24353;SY041328;A4577;CS-0020110;FT-0678189;EN300-81803;5-Chloro-3-iodo-pyridin-2-ylamine, AldrichCPR;J-517349;J-803036;Z1230090484

Chemical Property of 2-Amino-5-chloro-3-iodopyridine

Chemical Property:

• Appearance/Colour: Yellow dust
• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 137-138 °C
• Refractive Index: 1.708
• Boiling Point: 306.902 °C at 760 mmHg
• PKA: 2.27±0.49(Predicted)
• Flash Point: 139.41 °C
• PSA: 38.91000
• Density: 2.139 g/cm³
• LogP: 2.50300
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Sensitive.: Light Sensitive
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 253.91077
• Heavy Atom Count: 9
• Complexity: 101

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Amino-5-chloro-3-iodopyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=NC(=C1I)N)Cl
• Uses: 2-Amino-5-chloro-3-iodopyridine is a useful synthetic intermediate. It was used in the rational design of highly selective spleen tyrosine kinase inhibitors. It was also used to synthesize azaindole derivatives with antibacterial and antifungal activities.

Technology Process of 2-Amino-5-chloro-3-iodopyridine

There total 2 articles about 2-Amino-5-chloro-3-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: 90.1%

5-chloro-2-pyridylamine (1072-98-6) → 5-chloro-3-iodo-2-aminopyridine (211308-81-5)

Guidance literature:

With N-Bromosuccinimide; In tetrahydrofuran; 1,2-dichloro-ethane; at 53 ℃; for 7h; Solvent; Temperature;

Reference yield: 64.0%

→ 5-chloro-3-iodo-2-aminopyridine (211308-81-5)

Guidance literature:

Reference yield: 87.0%

1-ethynyl-4-methoxy-2-methylbenzene (74331-69-4) + 5-chloro-3-iodo-2-aminopyridine (211308-81-5) → 5-chloro-3-[(4-methoxy-2-methylphenyl)ethynyl]pyridin-2-amine

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In tetrahydrofuran; at 70 ℃; Inert atmosphere;

DOI:10.1039/c3ob41798k

upstream raw materials:

5-chloro-2-pyridylamine

Downstream raw materials:

Methyl 5-Chloro-2-(4-chlorophenyl)-1H-pyrrolo[2,3-b]pyridine-3-propanoate

Methyl 5-Chloro-2-(4-chlorophenyl)-1-methyl-1H-pyrrolo [2,3-b]pyridine-3-propanoate

5-chloro-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid

5-chloro-3-(2-(methylthio)phenyl)pyridin-2-amine

Refernces

• 1、 Kim, Hyojeong,Lee, Kyung Yeon,Kim, Jun Yun,Noh, Hyo Jin,Yoon, Dae-Wi,Yang, Joong Hwan,Kim, Jinook,Kang, In Byeong,Lee, Suk Joong. "Preparation of acridine-modified benzofuropyridine and benzothienopyridine derivatives and their thermally activated delayed fluorescence properties". supporting information. p. 1870 - 1873. Retrieved 2016/11/17.
• 2、 -. "HETEROARYLS AND USES THEREOF". Paragraph 0547-0548. . Retrieved 2015/09/22.