Methyl 6-pyrrolidinonicotinate

Base Information

• Chemical Name: Methyl 6-pyrrolidinonicotinate
• CAS No.: 210963-94-3
• Molecular Formula: C11H14N2O2
• Molecular Weight: 206.24
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID90383374
• Wikidata: Q82175061
• Mol file: 210963-94-3.mol

Synonyms:210963-94-3;Methyl 6-pyrrolidinonicotinate;methyl 6-(1-pyrrolidinyl)nicotinate;Methyl 6-(pyrrolidin-1-yl)nicotinate;methyl 6-pyrrolidin-1-ylpyridine-3-carboxylate;ethyl 6-(pyrrolidin-1-yl)pyridine-3-carboxylate;Methyl 6-(pyrrolidin-1-yl)pyridine-3-carboxylic acid;SDCCGMLS-0066177.P001;methyl 6-(pyrrolidin-1-yl)pyridine-3-carboxylate;SCHEMBL3895677;DTXSID90383374;OWOKTZZFJFFUKY-UHFFFAOYSA-N;MFCD05664433;AKOS005363130;methyl 6-(pyrrolidine-1-yl)nicotinate;SB55069;methyl 6-(pyrrolidine-1-yl)nicotinoate;AM20050940;CS-0207207;FT-0686918;A847712;Q-103411;3-Pyridinecarboxylic acid, 6-(1-pyrrolidinyl)-, methyl ester

Chemical Property of Methyl 6-pyrrolidinonicotinate

Chemical Property:

• Melting Point: 119 °C
• Refractive Index: 1.549
• Boiling Point: 349.7 °C at 760 mmHg
• Flash Point: 165.3 °C
• PSA: 42.43000
• Density: 1.177 g/cm³
• LogP: 1.53340
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 206.105527694
• Heavy Atom Count: 15
• Complexity: 227

Purity/Quality:

98%min ^*data from raw suppliers

Methyl6-(1-Pyrrolidinyl)nicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 20/21/22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CN=C(C=C1)N2CCCC2

Technology Process of Methyl 6-pyrrolidinonicotinate

There total 3 articles about Methyl 6-pyrrolidinonicotinate 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: 85.0%

pyrrolidine (123-75-1) + 6-(toluene-4-sulfonyl)-nicotinic acid methyl ester (705931-67-5) → 6-(N-pyrrolidinyl)nicotinic acid methyl ester (210963-94-3)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; acetonitrile; at 25 ℃; for 4h;

DOI:10.1080/00304940309355365

Reference yield:

palladium diacetate (3375-31-3) + 5-bromo-2-(pyrrolidin-1-yl)pyridine (210963-93-2) → 6-(N-pyrrolidinyl)nicotinic acid methyl ester (210963-94-3)

Guidance literature:

With triethylamine; triphenylphosphine; carbon monoxide; In N-methyl-acetamide; methanol; ethyl acetate;

Reference yield:

methyl coumalate (6018-41-3) → 6-(N-pyrrolidinyl)nicotinic acid methyl ester (210963-94-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / TiCl₄ / 1,2-dichloro-ethane / 1 h / 65 °C

2: 85 percent / K₂CO₃ / acetonitrile; dimethylformamide / 4 h / 25 °C

With potassium carbonate; titanium tetrachloride; In 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile; 1: Diels-Alder reaction;

DOI:10.1080/00304940309355365

upstream raw materials:

pyrrolidine

6-(toluene-4-sulfonyl)-nicotinic acid methyl ester

methyl coumalate

palladium diacetate

Refernces

• 1、 -. "BENZAMIDINE DERIVATIVES". . . Retrieved 2008/06/13.