Methyl 2-methoxynicotinate

Base Information

• Chemical Name: Methyl 2-methoxynicotinate
• CAS No.: 67367-26-4
• Molecular Formula: C8H9NO3
• Molecular Weight: 167.164
• Hs Code.: 2933399090
• European Community (EC) Number: 819-940-5
• DSSTox Substance ID: DTXSID40445299
• Nikkaji Number: J1.735.187G
• Mol file: 67367-26-4.mol

Synonyms:METHYL 2-METHOXYNICOTINATE;67367-26-4;Methyl 2-methoxypyridine-3-carboxylate;2-Methoxynicotinic acid methyl ester;2-methoxy-nicotinic acid methyl ester;3-Pyridinecarboxylic acid, 2-methoxy-, methyl ester;METHYL2-METHOXYNICOTINATE;SCHEMBL311206;DTXSID40445299;MAHKNPZKAJMOLU-UHFFFAOYSA-N;MFCD06801052;AKOS009142725;CCG-321346;CS-W005690;PB12422;AC-22521;AM101127;DS-14209;EN300-108551;P10419;2-methoxy-pyridine-3-carboxylic acid methyl ester;A867279;Z307842984

Chemical Property of Methyl 2-methoxynicotinate

Chemical Property:

• Boiling Point: 114-115 °C(Press: 12 Torr)
• PKA: 1.36±0.10(Predicted)
• PSA: 48.42000
• Density: 1.156±0.06 g/cm3(Predicted)
• LogP: 0.87680
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 167.058243149
• Heavy Atom Count: 12
• Complexity: 160

Purity/Quality:

HPLC≥98% ^*data from raw suppliers

Methyl2-Methoxynicotinate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 2-methoxynicotinate

There total 2 articles about Methyl 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: 9.5%

methanol (67-56-1) + methyl 3-pyridinecarboxylate (93-60-7) → 4-methylnicotinic acid methyl ester (33402-75-4) + Methyl 6-methylnicotinate (5470-70-2) + 2-methoxynicotinic acid methyl ester (67367-26-4) + 6-methoxy-nicotinic acid methyl ester (26218-80-4)

Guidance literature:

With sulfuric acid; for 1h; Product distribution; Mechanism; Irradiation; effect of additives; variation of temp., acid concn.; further alcohol;

DOI:10.1246/cl.1980.131

Reference yield:

methanol (67-56-1) + 2-bromonicotinic acid (35905-85-2) → 2-bromonicotinic acid methyl ester (52718-95-3) + 2-methoxynicotinic acid methyl ester (67367-26-4)

Guidance literature:

methanol; 2-bromonicotinic acid; With sulfuric acid; for 4h; Heating;

With sodium carbonate; In ethyl acetate;

DOI:10.1002/cplu.201700105

Reference yield: 97.6%

2-methoxynicotinic acid methyl ester (67367-26-4) + 4-benzyloxy-3-methoxyacetophenone (1835-11-6) → 1-(4-(benzyloxy)-3-methoxyphenyl)-3-(2-methoxypyridin-3-yl)propane-1,3-dione (884501-84-2)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

upstream raw materials:

methanol

methyl 3-pyridinecarboxylate

2-bromonicotinic acid

Downstream raw materials:

1-methyl-2-pyridone

methyl 5-nitro-2-methoxynicotinate

(2-methoxy-pyridin-3-yl)-methanol

2-methoxy-pyridin-3-ylmethyl chloride

Refernces

• 1、 Sugimori, Akira,Tobita, Etsuo,Kumagai, Yasuyuki,Sato, Gen P.. "Multiple Paths for Photo-alkylation and -alkoxylation of 3-Pyridinecarboxylic Ester in Alcohol. Simultaneous Contribution of Several Kinds of Excited States". . p. 1761 - 1766. Retrieved 2007/10/02.