Methyl 5-Methoxy-2-nitro-4-(3-(pyrrolidin-1-yl)propoxy)benzoate

Base Information

• Chemical Name: Methyl 5-Methoxy-2-nitro-4-(3-(pyrrolidin-1-yl)propoxy)benzoate
• CAS No.: 1320288-23-0
• Molecular Formula: C16H22N2O6
• Molecular Weight: 338.36
• Mol file: 1320288-23-0.mol

Synonyms:Methyl 5-Methoxy-2-nitro-4-(3-(pyrrolidin-1-yl)propoxy)benzoate

Chemical Property of Methyl 5-Methoxy-2-nitro-4-(3-(pyrrolidin-1-yl)propoxy)benzoate

Chemical Property:

Purity/Quality:

95%-98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 5-Methoxy-2-nitro-4-(3-(pyrrolidin-1-yl)propoxy)benzoate

There total 8 articles about Methyl 5-Methoxy-2-nitro-4-(3-(pyrrolidin-1-yl)propoxy)benzoate 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: 95.0%

methyl 3-methoxy-4-(3-pyrrolidin-1-ylpropoxy)benzoate → methyl 5-methoxy-2-nitro-4-[3-(pyrrolidin-1-yl)propoxy]benzoate (1320288-23-0)

Guidance literature:

With nitric acid; tin(IV) chloride; In dichloromethane; at -25 - 20 ℃; for 6h;

Reference yield: 81.0%

pyrrolidine (123-75-1) + methyl 4-(3-chloropropoxy)-5-methoxy-2-nitrobenzoate (214470-57-2) → methyl 5-methoxy-2-nitro-4-[3-(pyrrolidin-1-yl)propoxy]benzoate (1320288-23-0)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; potassium carbonate; sodium iodide; In acetonitrile; Reflux;

DOI:10.1021/jm200903z

Reference yield:

3-pyrrolidin-1-yl-propan-1-ol (19748-66-4) → methyl 5-methoxy-2-nitro-4-[3-(pyrrolidin-1-yl)propoxy]benzoate (1320288-23-0)

Guidance literature:

Multi-step reaction with 2 steps

1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 30 h / 20 °C

2: tin(IV) chloride; nitric acid / dichloromethane / 6 h / -25 - 20 °C

With di-isopropyl azodicarboxylate; nitric acid; tin(IV) chloride; triphenylphosphine; In tetrahydrofuran; dichloromethane;

upstream raw materials:

pyrrolidine

methyl 4-(3-chloropropoxy)-5-methoxy-2-nitrobenzoate

4-hydroxy-3-methoxybenzoic acid methyl ester

methyl 4-(3-chloropropoxy)-3-methoxybenzoate

Downstream raw materials:

2,4-dichloro-6-methoxy-7-(3-(pyrrolidin-1-yl)propoxy)quinazoline

2-(4-cyclohexyl-1,4-diazepan-1-yl)-N-(1-isopropylpiperidin-4-yl)-6-methoxy-7-(3-(pyrrolidin-1-yl)propoxy)quinazolin-4-amine

2-(4-(cyclohexylmethyl)-1,4-diazepan-1-yl)-N-(1-isopropylpiperidin-4-yl)-6-methoxy-7-(3-(pyrrolidin-1-yl)propoxy)quinazolin-4-amine

N-(1-isopropylpiperidin-4-yl)-6-methoxy-2-(4-phenyl-1,4-diazepan-1-yl)-7-(3-(pyrrolidin-1-yl)propoxy)quinazolin-4-amine