methyl 6-chloro-2-fluoro-3-formylbenzoate

Base Information

• Chemical Name: methyl 6-chloro-2-fluoro-3-formylbenzoate
• CAS No.: 1002106-09-3
• Molecular Formula: C₉H₆ClFO₃
• Molecular Weight: 216.596
• Mol file: 1002106-09-3.mol

Synonyms:methyl 6-chloro-2-fluoro-3-formylbenzoate

Chemical Property of methyl 6-chloro-2-fluoro-3-formylbenzoate

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl 6-chloro-2-fluoro-3-formylbenzoate

There total 2 articles about methyl 6-chloro-2-fluoro-3-formylbenzoate 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 2-chloro-6-fluorobenzoate (151360-57-5) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → methyl 6-chloro-2-fluoro-3-formylbenzoate (1002106-09-3)

Guidance literature:

methyl 2-chloro-6-fluorobenzoate; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃;

N,N-dimethyl-formamide; In tetrahydrofuran; at -78 - 23 ℃;

DOI:10.1016/j.bmcl.2008.07.111

Reference yield:

N,N-dimethyl-formamide (68-12-2,33513-42-7) → methyl 6-chloro-2-fluoro-3-formylbenzoate (1002106-09-3)

Guidance literature:

methyl 2-chloro-6-fluorobenzoate; With lithium diisopropyl amide; In tetrahydrofuran; hexanes; at -78 - 0 ℃; for 4.16667h;

N,N-dimethyl-formamide; In tetrahydrofuran; hexanes; at -78 - 20 ℃; for 1.5h;

With water; acetic acid; In tetrahydrofuran; hexanes;

Reference yield:

methyl 6-chloro-2-fluoro-3-formylbenzoate (1002106-09-3) → methyl-6-chloro-3-(chloro(hydroxyimino)methyl)-2-fluorobenzoate (1002106-11-7)

Guidance literature:

Multi-step reaction with 2 steps

1: hydroxylamine / ethanol; water / 16 h / 20 °C

2: N-chloro-succinimide / N,N-dimethyl-formamide / 0.17 h / 0 - 50 °C

With N-chloro-succinimide; hydroxylamine; In ethanol; water; N,N-dimethyl-formamide;

upstream raw materials:

N,N-dimethyl-formamide

methyl 2-chloro-6-fluorobenzoate

Downstream raw materials:

methyl-6-chloro-3-(chloro(hydroxyimino)methyl)-2-fluorobenzoate

methyl 6-chloro-3-(3-(trifluoromethyl)phenylamino)benzo[d]isoxazole-7-carboxylate

methyl 6-chloro-2-fluoro-3-(N'-hydroxy-N-(3-(trifluoromethyl)phenyl)carbamimidoyl)benzoate

Refernces

• 1、 Kunz, Roxanne K.,Rumfelt, Shannon,Chen, Ning,Zhang, Dawei,Tasker, Andrew S.,Buerli, Roland,Hungate, Randall,Yu, Violeta,Nguyen, Yen,Whittington, Douglas A.,Meagher, Kristin L.,Plant, Matthew,Tudor, Yanyan,Schrag, Michael,Xu, Yang,Ng, Gordon Y.,Hu, Essa. "Discovery of amido-benzisoxazoles as potent c-Kit inhibitors". scheme or table. p. 5115 - 5117. Retrieved 2009/05/26.