Methyl 6-amino-5-nitropyridine-3-carboxylate

Base Information

• Chemical Name: Methyl 6-amino-5-nitropyridine-3-carboxylate
• CAS No.: 104685-75-8
• Molecular Formula: C₇H₇N₃O₄
• Molecular Weight: 197.15
• Hs Code.: 2933990090
• European Community (EC) Number: 848-187-5
• DSSTox Substance ID: DTXSID90548926
• Wikidata: Q82427784
• Mol file: 104685-75-8.mol

Synonyms:104685-75-8;METHYL 6-AMINO-5-NITROPYRIDINE-3-CARBOXYLATE;methyl 6-amino-5-nitronicotinate;6-amino-5-nitro-nicotinic acid methyl ester;6-Amino-5-nitropyridine-3-carboxylic acid methyl ester;SCHEMBL5248286;methyl6-amino-5-nitronicotinate;DTXSID90548926;DCFLDKSHKLPIQA-UHFFFAOYSA-N;MFCD07779525;AKOS030257547;SB52624;BS-25567;6-Amino-5-nitronicotinic acid methyl ester;CS-0081026;D74275;EN300-197969;Z1255361201

Chemical Property of Methyl 6-amino-5-nitropyridine-3-carboxylate

Chemical Property:

• PSA: 111.03000
• LogP: 1.46300
• Storage Temp.: 2-8°C
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 197.04365571
• Heavy Atom Count: 14
• Complexity: 240

Purity/Quality:

97% ^*data from raw suppliers

Methyl6-Amino-5-nitropyridine-3-carboxylate ^*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)[N+](=O)[O-]
• Uses: Methyl 6-Amino-5-nitropyridine-3-carboxylate is useful for the preparation of annulated nitrogen heterocycles.

Technology Process of Methyl 6-amino-5-nitropyridine-3-carboxylate

There total 4 articles about Methyl 6-amino-5-nitropyridine-3-carboxylate 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: 89.0%

methyl 6-chloro-5-nitro-pyridine-3-carboxylate (59237-53-5) → methyl 2-amino-3-nitropyridine-5-carboxylate (104685-75-8)

Guidance literature:

With ammonia; In methanol; at 0 ℃; for 2h;

DOI:10.1016/j.bmcl.2007.08.003

Reference yield:

6-hydroxy-5-nitronicotinic acid (6635-31-0) → methyl 2-amino-3-nitropyridine-5-carboxylate (104685-75-8)

Guidance literature:

With ammonia; In methanol; trichlorophosphate;

Reference yield:

5-nitro-6-aminonicotinic acid (89488-06-2) + sodium hydrogencarbonate (144-55-8) → methyl 2-amino-3-nitropyridine-5-carboxylate (104685-75-8)

Guidance literature:

In methanol;

upstream raw materials:

6-hydroxy-5-nitronicotinic acid

methyl 6-chloro-5-nitro-pyridine-3-carboxylate

5-nitro-6-aminonicotinic acid

sodium hydrogencarbonate

Downstream raw materials:

5,6-diamino-nicotinic acid methyl ester

methyl 3H-imidazo[4,5-b]pyridine-6-carboxylate

1H-[1,2,3]triazolo[4,5-b]pyridine-6-carboxylic acid

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