Ethyl 2-(methylsulfonyl)nicotinate

Base Information

• Chemical Name: Ethyl 2-(methylsulfonyl)nicotinate
• CAS No.: 1186663-29-5
• Molecular Formula: C₉H₁₁NO₄S
• Molecular Weight: 229.257
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID801249617
• Mol file: 1186663-29-5.mol

Synonyms:ETHYL 2-(METHYLSULFONYL)NICOTINATE;1186663-29-5;Ethyl2-(Methylsulfonyl)nicotinate;DTXSID801249617;AC3125;MFCD12828713;SY006351;CS-0442096;ethyl 2-methanesulfonylpyridine-3-carboxylate;FT-0736744;Ethyl 2-(methylsulfonyl)-3-pyridinecarboxylate;A893045

Chemical Property of Ethyl 2-(methylsulfonyl)nicotinate

Chemical Property:

• PSA: 81.71000
• LogP: 1.74260
• Storage Temp.: 2-8°C
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 229.04087901
• Heavy Atom Count: 15
• Complexity: 320

Purity/Quality:

97% ^*data from raw suppliers

Ethyl 2-(methylsulfonyl)nicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(N=CC=C1)S(=O)(=O)C

Technology Process of Ethyl 2-(methylsulfonyl)nicotinate

There total 2 articles about Ethyl 2-(methylsulfonyl)nicotinate 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:

2-methylthionicotinic acid ethyl ester (91540-68-0) → ethyl 2-(methylsulfonyl)nicotinate (1186663-29-5)

Guidance literature:

With sodium periodate; rhodium(III) chloride hydrate; In tetrachloromethane; water; acetonitrile; at 20 ℃; for 6h;

DOI:10.1021/acs.orglett.0c03939

Reference yield:

2-(methylthio)nicotinic acid (74470-23-8) → ethyl 2-(methylsulfonyl)nicotinate (1186663-29-5)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 10 h / 20 °C / Inert atmosphere

2: sodium periodate; rhodium(III) chloride hydrate / tetrachloromethane; acetonitrile; water / 6 h / 20 °C

With sodium periodate; rhodium(III) chloride hydrate; potassium carbonate; In tetrachloromethane; water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/acs.orglett.0c03939

Reference yield: 70.0%

methyl 4-iodobenzoate (619-44-3) + ethyl 2-(methylsulfonyl)nicotinate (1186663-29-5) → ethyl 2-(4-(methoxycarbonyl)phenyl)nicotinate

Guidance literature:

With 1,3-bis-(diphenylphosphino)propane; nickel dichloride; zinc; In N,N-dimethyl-formamide; at 80 ℃; for 16h; Schlenk technique;

DOI:10.1021/acs.orglett.0c03939

upstream raw materials:

2-(methylthio)nicotinic acid

2-methylthionicotinic acid ethyl ester

Downstream raw materials:

2-phenylpyridine-3-carboxylic acid ethyl ester

ethyl 2-(4-(trifluoromethyl)phenyl)nicotinate