methyl 5-(benzyloxy)nicotinate

Base Information

• Chemical Name: methyl 5-(benzyloxy)nicotinate
• CAS No.: 219817-42-2
• Molecular Formula: C14H13NO3
• Molecular Weight: 243.262
• Mol file: 219817-42-2.mol

Synonyms:methyl 5-benzyloxynicotinate;5-benzyloxy-nicotinic acid methyl ester;

Chemical Property of methyl 5-(benzyloxy)nicotinate

Chemical Property:

• PSA: 48.42000
• LogP: 2.44720

Purity/Quality:

5-Benzyloxynicotinicacidmethylester 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 5-(benzyloxy)nicotinate

There total 4 articles about methyl 5-(benzyloxy)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: 71.0%

methyl 5-hydroxy-3-pyridinecarboxylate (30766-22-4) + benzyl alcohol (100-51-6,185532-71-2) → methyl 5-(benzyloxy)nicotinate (219817-42-2)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 0 - 20 ℃;

Reference yield: 50.0%

benzyl bromide (100-39-0) + methyl 5-hydroxy-3-pyridinecarboxylate (30766-22-4) → methyl 5-(benzyloxy)nicotinate (219817-42-2)

Guidance literature:

methyl 5-hydroxy-3-pyridinecarboxylate; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 1h;

benzyl bromide; In N,N-dimethyl-formamide; at 0 - 20 ℃;

Reference yield: 28.0%

5-hydroxynicotinic acid (27828-71-3) + benzyl bromide (100-39-0) → methyl 5-(benzyloxy)nicotinate (219817-42-2)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 16h;

upstream raw materials:

5-hydroxynicotinic acid

benzyl bromide

methyl 5-hydroxy-3-pyridinecarboxylate

benzyl alcohol

Downstream raw materials:

sodium 5-benzyloxynicotinate

C₁₄H₁₄N₂O₂

C₁₄H₁₃N₅O

5-(benzyloxy)pyridine-3-carbonitrile

Refernces

• 1、 -. "Biaryl-propionic acid derivatives and their use as pharmaceuticals". Paragraph 0116; 0117. . Retrieved 2014/10/16.
• 2、 -. "Biaryl-Propionic Acid Derivatives and their Use as Pharmaceuticals". Paragraph 0125; 0126. . Retrieved 2014/10/16.