3-Amino-2-methoxyisonicotinic acid

Base Information

• Chemical Name: 3-Amino-2-methoxyisonicotinic acid
• CAS No.: 870997-81-2
• Molecular Formula: C7H8N2O3
• Molecular Weight: 168.15
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID50705553
• Wikidata: Q72438984
• Mol file: 870997-81-2.mol

Synonyms:3-amino-2-methoxyisonicotinic acid;870997-81-2;3-Amino-2-methoxy-4-pyridinecarboxylic acid;3-amino-2-methoxypyridine-4-carboxylic acid;3-Amino-2-methoxy-isonicotinic acid;MFCD18262266;3-Amino-2-methoxy-pyridine-4-carboxylic acid;SCHEMBL2004444;DTXSID50705553;ABVDQGNEDSKBLA-UHFFFAOYSA-N;BCP05762;BBL103578;STL557388;AKOS014316286;AB75431;CS-W021832;AM807202;SY020937;TS-00147;3-Amino-2-methoxy-4-pyridinecarboxylicacid;FT-0686269;W-203987

Chemical Property of 3-Amino-2-methoxyisonicotinic acid

Chemical Property:

• Boiling Point: 448.9±45.0 °C(Predicted)
• PKA: 5.31±0.10(Predicted)
• PSA: 85.44000
• Density: 1.384
• LogP: 0.95180
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 168.05349212
• Heavy Atom Count: 12
• Complexity: 174

Purity/Quality:

97% ^*data from raw suppliers

3-Amino-2-methoxyisonicotinicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=NC=CC(=C1N)C(=O)O

Technology Process of 3-Amino-2-methoxyisonicotinic acid

There total 1 articles about 3-Amino-2-methoxyisonicotinic acid 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: 88.0%

3-[(t-butoxycarbonyl)amino]-2-methoxyisonicotinic acid (870997-82-3) → 3-amino-2-methoxyisonicotinic acid (870997-81-2)

Guidance literature:

With trifluoroacetic acid; In methanol; chloroform; at 20 ℃; for 8h;

DOI:10.1016/j.bmcl.2008.10.034

Reference yield:

3-iodobenzoyl chloride (1711-10-0) + 3-amino-2-methoxyisonicotinic acid (870997-81-2) → 2-(3-iodophenyl)-8-methoxypyrido[3,4-d]pyrimidin-4(3H)-one

Guidance literature:

3-iodobenzoyl chloride; 3-amino-2-methoxyisonicotinic acid; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 25 ℃; for 0.583333h;

With N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 120 ℃; for 12.5h;

Reference yield:

3-amino-2-methoxyisonicotinic acid (870997-81-2) → C19H17N5O (1470249-02-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 1,1'-carbonyldiimidazole; ammonia / tetrahydrofuran / 0 - 20 °C

2: 1,4-dioxane / 20 h / 75 °C

3: trichlorophosphate / 20 h / 100 °C

4: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 2 h / 80 °C

5: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / 1,4-dioxane; water

6: hydrogen; palladium on activated charcoal / ethyl acetate

With bis-triphenylphosphine-palladium(II) chloride; palladium on activated charcoal; ammonia; hydrogen; sodium carbonate; N-ethyl-N,N-diisopropylamine; 1,1'-carbonyldiimidazole; trichlorophosphate; In tetrahydrofuran; 1,4-dioxane; water; ethyl acetate; 5: |Suzuki Coupling;

DOI:10.1016/j.bmcl.2013.08.082

upstream raw materials:

3-[(t-butoxycarbonyl)amino]-2-methoxyisonicotinic acid

Downstream raw materials:

C₁₉H₁₇N₅O

C₇H₉N₃O₂

2,4,8-trichloropyrido[3,4-d]pyrimidine

C₁₉H₁₆ClN₅