Methyl 6-amino-2-methoxynicotinate

Base Information

• Chemical Name: Methyl 6-amino-2-methoxynicotinate
• CAS No.: 149539-81-1
• Molecular Formula: C8H10N2O3
• Molecular Weight: 182.179
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID90457201
• Wikidata: Q82279957
• Mol file: 149539-81-1.mol

Synonyms:149539-81-1;METHYL 6-AMINO-2-METHOXYNICOTINATE;METHYL 6-AMINO-2-METHOXYPYRIDINE-3-CARBOXYLATE;Methyl6-amino-2-methoxynicotinate;6-AMino-2-Methoxypyridine-3-carboxylic acid Methyl ester;SCHEMBL4768119;DTXSID90457201;OATKRFSWBXGFJT-UHFFFAOYSA-N;MFCD15142742;AB70613;AS-36113;CS-0172554;methyl-6-amino-2-methoxypyridine-3-carboxylate;EN300-5129531;A910778;methyl 6-amino-2-(methyloxy)-3-pyridinecarboxylate

Chemical Property of Methyl 6-amino-2-methoxynicotinate

Chemical Property:

• Boiling Point: 331.4±37.0 °C(Predicted)
• PKA: 2.60±0.37(Predicted)
• PSA: 75.17000
• Density: 1.240±0.06 g/cm3(Predicted)
• LogP: 0.38910
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 182.06914219
• Heavy Atom Count: 13
• Complexity: 186

Purity/Quality:

97% ^*data from raw suppliers

Methyl6-amino-2-methoxynicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=N1)N)C(=O)OC

Technology Process of Methyl 6-amino-2-methoxynicotinate

There total 14 articles about Methyl 6-amino-2-methoxynicotinate 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: 90.0%

6-amino-2-methoxy-3-trimethoxymethylpyridine (1026162-63-9) → methyl 6-amino-2-methoxypyridine-3-carboxylate (149539-81-1)

Guidance literature:

With sulfuric acid; In methanol; at 20 ℃;

DOI:10.1248/cpb.49.1621

Reference yield: 65.0%

2-methoxy-6-(4-methoxy-benzylamino)-nicotinic acid methyl ester (680208-55-3) → methyl 6-amino-2-methoxypyridine-3-carboxylate (149539-81-1)

Guidance literature:

2-methoxy-6-(4-methoxy-benzylamino)-nicotinic acid methyl ester; With trifluoroacetic acid; at 40 ℃; for 4h;

With potassium carbonate; In water; ethyl acetate;

Reference yield: 51.0%

methanol (67-56-1) + carbon monoxide (201230-82-2) + 5- bromo-6-methoxypyridin-2-amine (1211533-83-3) → methyl 6-amino-2-methoxypyridine-3-carboxylate (149539-81-1)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; at 120 ℃; for 16h; under 15201 Torr; Inert atmosphere;

upstream raw materials:

methanol

6-amino-2-methoxy-3-trimethoxymethylpyridine

2,6-dichloro-3-(trifluoromethyl)pyridine

6-amino-2-methoxy-3-trifluoromethylpyridine

Downstream raw materials:

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

6-methoxy-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid