3-Iodo-2-methoxyisonicotinonitrile

Base Information

• Chemical Name: 3-Iodo-2-methoxyisonicotinonitrile
• CAS No.: 908279-57-2
• Molecular Formula: C₇H₅IN₂O
• Molecular Weight: 260.034
• DSSTox Substance ID: DTXSID50474393
• Nikkaji Number: J2.369.379H
• Wikidata: Q72483828
• Mol file: 908279-57-2.mol

Synonyms:3-Iodo-2-methoxyisonicotinonitrile;908279-57-2;3-iodo-2-methoxypyridine-4-carbonitrile;DTXSID50474393;AKOS016012433;DS-5354;C77092;A860691

Chemical Property of 3-Iodo-2-methoxyisonicotinonitrile

Chemical Property:

• Melting Point: 163-164℃
• PSA: 45.91000
• LogP: 1.56648
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 259.94466
• Heavy Atom Count: 11
• Complexity: 177

Purity/Quality:

97% ^*data from raw suppliers

3-Iodo-2-methoxyisonicotinonitrile 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=NC=CC(=C1I)C#N

Technology Process of 3-Iodo-2-methoxyisonicotinonitrile

There total 2 articles about 3-Iodo-2-methoxyisonicotinonitrile 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%

2-chloro-4-cyano-3-iodopyridine (908279-56-1) + sodium methylate (124-41-4) → 4-cyano-3-iodo-2-methoxypyridine (908279-57-2)

Guidance literature:

In methanol; at 20 ℃; for 16h;

DOI:10.1021/jo060935j

Reference yield:

2-chloro-4-pyridinenitrile (33252-30-1) → 4-cyano-3-iodo-2-methoxypyridine (908279-57-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium diisopropylamide / tetrahydrofuran / 0.03 h / -95 °C

1.2: 68 percent / iodine / tetrahydrofuran / -95 °C

2.1: 92 percent / methanol / 16 h / 20 °C

With lithium diisopropyl amide; In tetrahydrofuran; methanol;

DOI:10.1021/jo060935j

Reference yield: 95.0%

4-cyano-3-iodo-2-methoxypyridine (908279-57-2) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → (E)-methyl 3-(4'-cyano-2'-methoxypyridin-3'-yl)acrylate (908279-58-3)

Guidance literature:

With triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 100 ℃; for 36h;

DOI:10.1021/jo060935j

upstream raw materials:

2-chloro-4-cyano-3-iodopyridine

sodium methylate

2-chloro-4-pyridinenitrile

Downstream raw materials:

(E)-methyl 3-(4'-cyano-2'-methoxypyridin-3'-yl)acrylate

methyl 3-(4'-cyano-2'-methoxypyridin-3'-yl)propanoate

methyl 3-(5'-bromo-4'-cyano-2'-methoxypyridin-3'-yl)propanoate