Methyl 5-aminonicotinate

Base Information

• Chemical Name: Methyl 5-aminonicotinate
• CAS No.: 36052-25-2
• Molecular Formula: C7H8N2O2
• Molecular Weight: 152.153
• Hs Code.: 29339900
• European Community (EC) Number: 625-834-8
• DSSTox Substance ID: DTXSID80363887
• Nikkaji Number: J89.081B
• Wikidata: Q72487187
• Mol file: 36052-25-2.mol

Synonyms:Methyl 5-aminonicotinate;36052-25-2;Methyl 5-aminopyridine-3-carboxylate;5-Amino-nicotinic acid methyl ester;3-Pyridinecarboxylic acid, 5-amino-, methyl ester;METHYL5-AMINONICOTINATE;5-Aminonicotinic acid methyl ester;Methyl5-amino-3-pyridinecarboxylate;MFCD04038688;Methyl 5-amino-3-pyridinecarboxylate;SCHEMBL343087;DTXSID80363887;5-amino nicotinic acid methyl ester;AB3918;AKOS012456030;CS-W018097;DS-0661;FS-2913;PB12793;AC-23224;SY013226;Methyl 5-aminopyridine-3-carboxylate, 97%;A6260;AM20070135;FT-0647080;EN300-112162;J-522437;Z1095365470;Methyl 5-Aminopyridine-3-carboxylate

Chemical Property of Methyl 5-aminonicotinate

Chemical Property:

• Vapor Pressure: 0.000339mmHg at 25°C
• Melting Point: 135-137 °C
• Refractive Index: 1.57
• Boiling Point: 319.4 °C at 760 mmHg
• PKA: 4.13±0.20(Predicted)
• Flash Point: 147 °C
• PSA: 65.21000
• Density: 1.239 g/cm³
• LogP: 1.03160
• Storage Temp.: 2-8°C
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 152.058577502
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

97% ^*data from raw suppliers

Methyl5-Aminonicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-26
• Safety Statements: 26-36/37/38

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 5-aminonicotinate

There total 8 articles about Methyl 5-aminonicotinate 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: 86.0%

methanol (67-56-1) + 5-aminonicotinic acid (24242-19-1) → 5-amino-nicotinic acid methyl ester (36052-25-2)

Guidance literature:

With thionyl chloride; at 0 ℃; Reflux;

Reference yield: 63.0%

5-aminonicotinic acid (24242-19-1) → 5-amino-nicotinic acid methyl ester (36052-25-2)

Guidance literature:

With hydrogenchloride; In methanol; at 0 - 75 ℃; for 3h; Alkaline aqueous solution;

Reference yield: 53.0%

5-bromo-3-pyridine carboxylic acid methyl ester (29681-44-5) → 5-amino-nicotinic acid methyl ester (36052-25-2)

Guidance literature:

5-bromo-3-pyridine carboxylic acid methyl ester; With ammonium hydroxide; copper(II) sulfate pentahydrate; at 180 ℃; for 24h; Inert atmosphere; Sealed tube;

With acetyl chloride; trimethyl orthoformate; In methanol; for 48h; Inert atmosphere; Sealed tube; Reflux;

DOI:10.1039/d1cc00056j

upstream raw materials:

methanol

5-aminonicotinic acid

5-bromo-3-pyridinecarboxylic acid

3,5-Pyridinedicarboxylic acid

Downstream raw materials:

5-aminonicotinic acid

5-fluoro-3-pyridinecarboxylic acid methyl ester

5-{[5-(3,3-dimethyl-butyrylamino)-1-(2-fluoro-benzyl)-1H-indole-2-carbonyl]-amino}-nicotinic acid methyl ester

5-[2-(4-adamantan-1-yl-phenoxy)-acetylamino]-nicotinic acid methyl ester