2-Amino-5-fluoro-3-iodopyridine

Base Information

• Chemical Name: 2-Amino-5-fluoro-3-iodopyridine
• CAS No.: 823218-51-5
• Molecular Formula: C₅H₄FIN₂
• Molecular Weight: 238.003
• Hs Code.: 2933399990
• DSSTox Substance ID: DTXSID90594024
• Wikidata: Q72473688
• Mol file: 823218-51-5.mol

Synonyms:2-Amino-5-fluoro-3-iodopyridine;823218-51-5;5-fluoro-3-iodopyridin-2-amine;5-Fluoro-3-iodo-pyridin-2-ylamine;5-Fluoro-3-Iodopyridin-2-ylamine;MFCD08688587;2-Amino-3-iodo-5-fluoropyridine;2-Pyridinamine, 5-fluoro-3-iodo-;SCHEMBL298068;5-fluoro-3-iodo-2-aminopyridine;DTXSID90594024;WQSPIURCJCRCIF-UHFFFAOYSA-N;5-fluoro-3-iodo-pyrid-2-ylamine;BCP26410;AKOS005258183;AB48199;CS-W021567;DS-10514;SY139257;DB-082117;AM20061739;A15827;EN300-108948;5-Fluoro-3-iodo-pyridin-2-ylamine, AldrichCPR;J-507943;Z1269165281

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

Chemical Property:

• Boiling Point: 269℃
• PKA: 2.22±0.49(Predicted)
• Flash Point: 117℃
• PSA: 38.91000
• Density: 2.139
• LogP: 1.98870
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 237.94032
• Heavy Atom Count: 9
• Complexity: 101

Purity/Quality:

98% ^*data from raw suppliers

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

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=NC(=C1I)N)F

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

There total 3 articles about 2-Amino-5-fluoro-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: 98.0%

N-(5-fluoro-3-iodo-pyridin-2-yl)-2,2-dimethyl-propionamide (823218-50-4) → 5-fluoro-3-iodo-pyridin-2-amine (823218-51-5)

Guidance literature:

N-(5-fluoro-3-iodo-pyridin-2-yl)-2,2-dimethyl-propionamide; With sulfuric acid; In water; for 1.5h; Heating / reflux;

With sodium hydroxide; In dichloromethane; water; pH=12;

Reference yield: 72.0%

2-amino-5-fluoropyridine (21717-96-4) → 5-fluoro-3-iodo-pyridin-2-amine (823218-51-5)

Guidance literature:

With potassium iodate; sulfuric acid; potassium iodide; In water; at 100 ℃; for 0.5h;

DOI:10.1039/c7ob00526a

Reference yield:

5-fluoropyridin-3-amine (210169-05-4) → 5-fluoro-3-iodo-pyridin-2-amine (823218-51-5)

Guidance literature:

5-fluoropyridin-3-amine; With N-iodo-succinimide; In acetic acid; at 70 ℃; for 6h;

With sodium hydrogencarbonate; In water; pH=~ 8;

upstream raw materials:

5-fluoropyridin-3-amine

N-(5-fluoro-3-iodo-pyridin-2-yl)-2,2-dimethyl-propionamide

2-amino-5-fluoropyridine

Downstream raw materials:

5-fluoro-3-prop-1-ynyl-pyridin-2-ylamine

5-fluoro-1-tosyl-1H-pyrrolo [2,3-b]pyridine

3-bromo-5-fluoro-1-(p-toluenesulfonyl)-1H-pyrrolo[2,3-b]pyridine

5-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(p-toluenesulfonyl)-1H-pyrrolo[2,3-b]pyridine

Refernces

• 1、 -. "PYRROLO[2,3-B]PYRIDIN DERIVATIVES AS INHIBITORS OF INFLUENZA VIRUS REPLICATION". Paragraph 00349. . Retrieved 2020/02/16.
• 2、 Burnett, James C.,Lim, Chaemin,Peyser, Brian D.,Samankumara, Lalith P.,Kovaliov, Marina,Colombo, Raffaele,Bulfer, Stacie L.,LaPorte, Matthew G.,Hermone, Ann R.,McGrath, Connor F.,Arkin, Michelle R.,Gussio, Rick,Huryn, Donna M.,Wipf, Peter. "A threonine turnstile defines a dynamic amphiphilic binding motif in the AAA ATPase p97 allosteric binding site". supporting information. p. 4096 - 4114. Retrieved 2017/07/10.