Methyl 6-amino-5-iodonicotinate

Base Information

• Chemical Name: Methyl 6-amino-5-iodonicotinate
• CAS No.: 211308-80-4
• Molecular Formula: C7H7IN2O2
• Molecular Weight: 278.049
• Hs Code.: 2933399990
• European Community (EC) Number: 800-231-4
• DSSTox Substance ID: DTXSID80571849
• Nikkaji Number: J980.391B
• Wikidata: Q82460031
• Mol file: 211308-80-4.mol

Synonyms:Methyl 6-amino-5-iodonicotinate;211308-80-4;methyl 6-amino-5-iodopyridine-3-carboxylate;6-AMINO-5-IODO-NICOTINIC ACID METHYL ESTER;3-Pyridinecarboxylic acid, 6-amino-5-iodo-, methyl ester;MFCD16660021;methyl 6-amino-5-iodo-pyridine-3-carboxylate;SCHEMBL836245;Methyl6-amino-5-iodonicotinate;DTXSID80571849;CJSCVGMGFVSANX-UHFFFAOYSA-N;AKOS015996941;LG-0703;SY284481;CS-0082262;D74443

Chemical Property of Methyl 6-amino-5-iodonicotinate

Chemical Property:

• Boiling Point: 374.9±42.0 °C(Predicted)
• PKA: 2.38±0.49(Predicted)
• PSA: 65.21000
• Density: 1.918±0.06 g/cm3(Predicted)
• LogP: 1.63620
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 277.95523
• Heavy Atom Count: 12
• Complexity: 177

Purity/Quality:

NLT 98% ^*data from raw suppliers

Methyl 6-amino-5-iodonicotinate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC(=C(N=C1)N)I

Technology Process of Methyl 6-amino-5-iodonicotinate

There total 1 articles about Methyl 6-amino-5-iodonicotinate 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: 77.0%

methyl 6-aminonicotinoate (36052-24-1) → 2-amino-3-iodo-5-nicotinic methyl ester (211308-80-4)

Guidance literature:

With iodine; silver trifluoroacetate; In methanol; at 25 ℃; for 72h;

Reference yield: 78.0%

2,5-dimethyl-2H-pyrazole-3-carboxylic acid (3-ethynyl-phenyl)-amide (1027729-62-9) + 2-amino-3-iodo-5-nicotinic methyl ester (211308-80-4) → methyl 6-amino-5-[(3-{[(1,3-dimethyl-1H-pyrazol-5-yl)carbonyl]amino}phenyl)ethynyl]nicotinate (1027731-01-6)

Guidance literature:

With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine; In N,N-dimethyl-formamide; at 20 - 60 ℃; for 1.66667h;

Reference yield: 20.0%

(cyclohexylethynyl)trimethylsilane (66270-60-8) + 2-amino-3-iodo-5-nicotinic methyl ester (211308-80-4) → methyl 3-cyclohexyl-2-(trimethylsilyl)-1H-pyrrolo[2,3-b]pyridine-5-carboxylate (774213-97-7)

Guidance literature:

With sodium carbonate; lithium chloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In DMF (N,N-dimethyl-formamide); at 180 ℃; for 0.166667h;

upstream raw materials:

methyl 6-aminonicotinoate

Downstream raw materials:

methyl 3-cyclohexyl-2-(trimethylsilyl)-1H-pyrrolo[2,3-b]pyridine-5-carboxylate

6-amino-5-iodonicotinic acid

methyl 6-amino-5-[(3-{[(1,3-dimethyl-1H-pyrazol-5-yl)carbonyl]amino}phenyl)ethynyl]nicotinate

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

Refernces

• 1、 -. "AZAINDOLE GLUCOKINASE ACTIVATORS". Page/Page column 11. . Retrieved 2011/06/26.
• 2、 -. "INDOLE ACETAMIDES AS INHIBITORS OF THE HEPATITIS C VIRUS NS5B POLYMERASE". Page 66-67. . Retrieved 2010/02/08.