diethyl 2-[6-(4-fluorophenyl)-3-nitroimidazo[1,2-a]pyridin-2-ylmethylene]malonate

Base Information

• Chemical Name: diethyl 2-[6-(4-fluorophenyl)-3-nitroimidazo[1,2-a]pyridin-2-ylmethylene]malonate
• CAS No.: 913530-64-0
• Molecular Formula: C₂₁H₁₈FN₃O₆
• Molecular Weight: 427.389
• Mol file: 913530-64-0.mol

Synonyms:diethyl 2-[6-(4-fluorophenyl)-3-nitroimidazo[1,2-a]pyridin-2-ylmethylene]malonate

Chemical Property of diethyl 2-[6-(4-fluorophenyl)-3-nitroimidazo[1,2-a]pyridin-2-ylmethylene]malonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diethyl 2-[6-(4-fluorophenyl)-3-nitroimidazo[1,2-a]pyridin-2-ylmethylene]malonate

There total 4 articles about diethyl 2-[6-(4-fluorophenyl)-3-nitroimidazo[1,2-a]pyridin-2-ylmethylene]malonate 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: 31.0%

2-(4-chlorophenyl)sulfonylmethyl-6-(4-fluorophenyl)-3-nitroimidazo[1,2-a]pyridine (913530-57-1) + Diethyl ketomalonate (609-09-6) → diethyl 2-[6-(4-fluorophenyl)-3-nitroimidazo[1,2-a]pyridin-2-ylmethylene]malonate (913530-64-0)

Guidance literature:

2-(4-chlorophenyl)sulfonylmethyl-6-(4-fluorophenyl)-3-nitroimidazo[1,2-a]pyridine; With sodium hydride; In dimethyl sulfoxide; at 20 ℃; for 1h; Irradiation;

Diethyl ketomalonate; In dimethyl sulfoxide; at 20 ℃; for 24h; Further stages.;

DOI:10.1055/s-2006-942505

Reference yield:

6-bromo-2-(chloromethyl)-3-nitro-1H-imdiazo[1,2-a]pyridine → diethyl 2-[6-(4-fluorophenyl)-3-nitroimidazo[1,2-a]pyridin-2-ylmethylene]malonate (913530-64-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 60 percent / dimethylsulfoxide / 3 h / 20 °C / Irradiation

2.1: 73 percent / Na₂CO₃ / Pd(PPh₃)4 / H₂O / 3.5 h / 100 °C

3.1: NaH / dimethylsulfoxide; various solvent(s) / 1 h / 20 °C / Irradiation

3.2: 31 percent / dimethylsulfoxide; various solvent(s) / 24 h / 20 °C

With sodium hydride; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In water; dimethyl sulfoxide; 2.1: Suzuki-Miyaura reaction;

DOI:10.1055/s-2006-942505

Reference yield:

6-bromo-2-[(4-chlorophenylsulfonyl)methyl]-3-nitroimidazo[1,2-a]pyridine (913530-53-7) → diethyl 2-[6-(4-fluorophenyl)-3-nitroimidazo[1,2-a]pyridin-2-ylmethylene]malonate (913530-64-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 73 percent / Na₂CO₃ / Pd(PPh₃)4 / H₂O / 3.5 h / 100 °C

2.1: NaH / dimethylsulfoxide; various solvent(s) / 1 h / 20 °C / Irradiation

2.2: 31 percent / dimethylsulfoxide; various solvent(s) / 24 h / 20 °C

With sodium hydride; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In water; dimethyl sulfoxide; 1.1: Suzuki-Miyaura reaction;

DOI:10.1055/s-2006-942505

upstream raw materials:

2-(4-chlorophenyl)sulfonylmethyl-6-(4-fluorophenyl)-3-nitroimidazo[1,2-a]pyridine

Diethyl ketomalonate

6-bromo-2-[(4-chlorophenylsulfonyl)methyl]-3-nitroimidazo[1,2-a]pyridine

4-fluoroboronic acid