METHYL 3-CYANO-5-FLUOROBENZOATE

Base Information

• Chemical Name: METHYL 3-CYANO-5-FLUOROBENZOATE
• CAS No.: 886732-29-2
• Molecular Formula: C₉H₆FNO₂
• Molecular Weight: 179.151
• Hs Code.: 2926909090
• Mol file: 886732-29-2.mol

Synonyms:3-cyano-5-fluorobenzoic acid methyl ester;

Chemical Property of METHYL 3-CYANO-5-FLUOROBENZOATE

Chemical Property:

• Boiling Point: 272.7±30.0 °C(Predicted)
• PSA: 50.09000
• Density: 1.27±0.1 g/cm3(Predicted)
• LogP: 1.48398
• Storage Temp.: 2-8°C

Purity/Quality:

98%Min ^*data from raw suppliers

3-Cyano-5-fluorobenzoicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3-Cyano-5-fluorobenzoic Acid Methyl Ester is the methyl ester of 3-Cyano-5-fluorobenzoic Acid (C956080) which is an intermediate used to prepare arylbenzamides as negative allosteric modulators of mGlu5R.

Technology Process of METHYL 3-CYANO-5-FLUOROBENZOATE

There total 8 articles about METHYL 3-CYANO-5-FLUOROBENZOATE 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: 60.0%

methyl 3-bromo-5-fluoro-benzoate (334792-52-8) + copper(I) cyanide (544-92-3) → methyl 3-cyano-5-fluorobenzoate (886732-29-2)

Guidance literature:

In N,N-dimethyl-formamide; at 160 ℃; for 18h;

Reference yield: 54.0%

methyl 3-bromo-5-fluoro-benzoate (334792-52-8) + zinc cyanide (748101-41-9) → methyl 3-cyano-5-fluorobenzoate (886732-29-2)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; zinc; In N,N-dimethyl-formamide; for 1h; Inert atmosphere; Reflux;

DOI:10.1016/j.bmcl.2012.08.100

Reference yield:

3-cyano-5-fluorobenzoic acid (327056-74-6) + diazomethyl-trimethyl-silane (18107-18-1) → methyl 3-cyano-5-fluorobenzoate (886732-29-2)

Guidance literature:

With methanol; In diethyl ether; at 0 ℃; for 1h;

upstream raw materials:

methyl 3-bromo-5-fluoro-benzoate

copper(I) cyanide

3-cyano-5-fluorobenzoic acid

diazomethyl-trimethyl-silane

Downstream raw materials:

3-cyano-5-(2-cyano-2-{[4-(pentafluorothio)benzoyl]amino}propoxy)benzoic acid

3-cyano-5-(2-cyano-2-{[4-(pentafluorothio)benzoyl]amino}propoxy)benzamide

Refernces

• 1、 -. "N3-SUBSTITUTED IMINOPYRIMIDINONES AS ANTIMALARIAL AGENTS". Page/Page column 54. . Retrieved 2017/09/08.
• 2、 -. "IMINOPYRIDINE DERIVATIVE AND USE THEREOF". Page/Page column 72. . Retrieved 2009/07/18.