3-Ethoxy-2-fluorobenzonitrile

Base Information

• Chemical Name: 3-Ethoxy-2-fluorobenzonitrile
• CAS No.: 1033202-20-8
• Molecular Formula: C9H8FNO
• Molecular Weight: 165.167
• Hs Code.: 2926907090
• Mol file: 1033202-20-8.mol

Synonyms:3-Ethoxy-2-fluorobenzonitrile

Chemical Property of 3-Ethoxy-2-fluorobenzonitrile

Chemical Property:

• PSA: 33.02000
• LogP: 2.09608

Purity/Quality:

98%min ^*data from raw suppliers

3-Ethoxy-2-fluorobenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Ethoxy-2-fluorobenzonitrile

There total 4 articles about 3-Ethoxy-2-fluorobenzonitrile 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: 51.0%

2-fluoro-3-hydroxybenzonitrile (1000339-24-1) + ethyl iodide (75-03-6) → 3-ethoxy-2-fluorobenzonitrile (1033202-20-8)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃;

Reference yield:

ethyl bromide (74-96-4) + 2-fluoro-3-hydroxybenzonitrile (1000339-24-1) → 3-ethoxy-2-fluorobenzonitrile (1033202-20-8)

Guidance literature:

With potassium carbonate; In acetonitrile; at 60 ℃;

DOI:10.1016/j.bmcl.2012.05.098

Reference yield:

2-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (1218791-15-1) → 3-ethoxy-2-fluorobenzonitrile (1033202-20-8)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid; dihydrogen peroxide / water / 2 h / 20 °C / Inert atmosphere

2: caesium carbonate / N,N-dimethyl-formamide / 20 °C

With dihydrogen peroxide; caesium carbonate; acetic acid; In water; N,N-dimethyl-formamide;

upstream raw materials:

ethyl bromide

2-fluoro-3-hydroxybenzonitrile

2-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile

ethyl iodide

Downstream raw materials:

(R)-tert-butyl 1-(2-ethoxy-6-formylphenyl)piperidin-3-ylcarbamate

(R,Z)-tert-butyl 1-(2-((2,4-dioxothiazolidin-5-ylidene)methyl)-6-ethoxyphenyl)piperidin-3-ylcarbamate

3-ethoxy-2-fluorobenzaldehyde

Refernces

• 1、 Dakin, Les A.,Block, Michael H.,Chen, Huawei,Code, Erin,Dowling, James E.,Feng, Xiaomei,Ferguson, Andrew D.,Green, Isabelle,Hird, Alexander W.,Howard, Tina,Keeton, Erika K.,Lamb, Michelle L.,Lyne, Paul D.,Pollard, Hannah,Read, Jon,Wu, Allan J.,Zhang, Tao,Zheng, Xiaolan. "Discovery of novel benzylidene-1,3-thiazolidine-2,4-diones as potent and selective inhibitors of the PIM-1, PIM-2, and PIM-3 protein kinases". scheme or table. p. 4599 - 4604. Retrieved 2012/08/07.