Pyridinium, 3-(methoxycarbonyl)-1-(2-oxo-2-phenylethyl)-, bromide

Base Information

• Chemical Name: Pyridinium, 3-(methoxycarbonyl)-1-(2-oxo-2-phenylethyl)-, bromide
• CAS No.: 104932-96-9
• Molecular Formula: C15H14NO3.Br
• Molecular Weight: 336.185
• NSC Number: 165234
• DSSTox Substance ID: DTXSID20432980
• Mol file: 104932-96-9.mol

Synonyms:Pyridinium, 3-(methoxycarbonyl)-1-(2-oxo-2-phenylethyl)-, bromide;104932-96-9;SCHEMBL7514295;DTXSID20432980;NSC165234;NSC-165234

Chemical Property of Pyridinium, 3-(methoxycarbonyl)-1-(2-oxo-2-phenylethyl)-, bromide

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 335.01571
• Heavy Atom Count: 20
• Complexity: 323

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C[N+](=CC=C1)CC(=O)C2=CC=CC=C2.[Br-]

Technology Process of Pyridinium, 3-(methoxycarbonyl)-1-(2-oxo-2-phenylethyl)-, bromide

There total 1 articles about Pyridinium, 3-(methoxycarbonyl)-1-(2-oxo-2-phenylethyl)-, bromide 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:

methyl 3-pyridinecarboxylate (93-60-7) + α-bromoacetophenone (70-11-1) → 3-(methoxycarbonyl)-1-(2-oxo-2-phenylethyl)pyridin-1-ium bromide (104932-96-9)

Guidance literature:

In water; acetone; at 30 - 40 ℃; Kinetics; Thermodynamic data; ΔH(activ.), ΔS(activ.);

Reference yield: 49.0%

3-(methoxycarbonyl)-1-(2-oxo-2-phenylethyl)pyridin-1-ium bromide (104932-96-9) + acrylonitrile (107-13-1,25014-41-9) → methyl 3-benzoyl-1-cyanoindolizine-6-carboxylate + methyl 3-benzoyl-1-cyanoindolizine-8-carboxylate

Guidance literature:

With CoPy₄(HCrO₄)2; In N,N-dimethyl-formamide; at 90 ℃; for 2h;

Reference yield: 48.0%

benzylacrylate (2495-35-4,25036-21-9) + 3-(methoxycarbonyl)-1-(2-oxo-2-phenylethyl)pyridin-1-ium bromide (104932-96-9) → methyl 6-(1-(benzyloxy)-1,5-dioxo-5-phenylpentan-2-yl)nicotinate + methyl 2-(1-(benzyloxy)-1,5-dioxo-5-phenylpentan-2-yl)nicotinate

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; In toluene; at 20 ℃; for 72h; regioselective reaction; Sealed tube; Irradiation; Inert atmosphere;

DOI:10.1002/anie.201704385

upstream raw materials:

methyl 3-pyridinecarboxylate

α-bromoacetophenone

Downstream raw materials:

(3aS,4S,9aR,9bR)-4-Benzoyl-1,3-dioxo-2-p-tolyl-2,3,3a,4,9a,9b-hexahydro-1H-pyrrolo[3,4-a]indolizine-7-carboxylic acid methyl ester

(3aR,4R,9aR,9bS)-4-Benzoyl-1,3-dioxo-2-p-tolyl-2,3,3a,4,9a,9b-hexahydro-1H-pyrrolo[3,4-a]indolizine-9-carboxylic acid methyl ester

methyl 1,2,3-tribenzoylindolizine-8-carboxylate