C₁₄H₈Br₂FNO

Base Information

• Chemical Name: C₁₄H₈Br₂FNO
• CAS No.: 1369594-45-5
• Molecular Formula: C₁₄H₈Br₂FNO
• Molecular Weight: 385.03
• Mol file: 1369594-45-5.mol

Synonyms:C₁₄H₈Br₂FNO

Chemical Property of C₁₄H₈Br₂FNO

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₁₄H₈Br₂FNO

There total 5 articles about C₁₄H₈Br₂FNO 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: 47.0%

C14H11Br2FN2O (1369594-44-4) → C14H8Br2FNO (1369594-45-5)

Guidance literature:

With polyphosphoric acid; In xylene; at 100 - 110 ℃; for 3.16667h; Inert atmosphere;

Reference yield: 47.0%

1-(4-bromo-2-fluoro-6-hydroxyphenyl)ethan-1-one (1369594-41-1) + 4-bromophenylhydrazine hydrochloride (622-88-8,41931-18-4) → C14H8Br2FNO (1369594-45-5)

Guidance literature:

1-(4-bromo-2-fluoro-6-hydroxyphenyl)ethan-1-one; 4-bromophenylhydrazine hydrochloride; With acetic acid; In ethanol; at 20 - 70 ℃; for 19h; Molecular sieve; Inert atmosphere;

In 5,5-dimethyl-1,3-cyclohexadiene; at 100 - 110 ℃; for 3.66h; Inert atmosphere;

Reference yield:

1-(4-bromo-2-fluoro-6-hydroxyphenyl)ethan-1-one (1369594-41-1) → C14H8Br2FNO (1369594-45-5)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid / ethanol / 6 h / Reflux

2: polyphosphoric acid / 5,5-dimethyl-1,3-cyclohexadiene / 3 h / 110 °C

With acetic acid; In 5,5-dimethyl-1,3-cyclohexadiene; ethanol;

DOI:10.1016/j.bmcl.2016.08.002

upstream raw materials:

3-bromo-5-fluorophenol

3-bromo-5-fluorophenyl acetate

1-(4-bromo-2-fluoro-6-hydroxyphenyl)ethan-1-one

C₁₄H₁₁Br₂FN₂O

Downstream raw materials:

dimethyl((2S,2’S)-((2S,2’S)-2,2’-(5,5’-((S)-6-(2-cyclopropylthiazol-5-yl)-1-fluoro-6H-benzo[5,6][1,3]oxazino[3,4-a]indole-3,10-diyl)bis(1H-imidazole-5,2-diyl))bis(pyrrolidine-2,1-diyl))bis(3methyl-1oxobutane-2,1-diyl))dicarbamate

Refernces

• 1、 Tong, Ling,Yu, Wensheng,Chen, Lei,Selyutin, Oleg,Dwyer, Michael P.,Nair, Anilkumar G.,Mazzola, Robert,Kim, Jae-Hun,Sha, Deyou,Yin, Jingjun,Ruck, Rebecca T.,Davies, Ian W.,Hu, Bin,Zhong, Bin,Hao, Jinglai,Ji, Tao,Zan, Shuai,Liu, Rong,Agrawal, Sony,Xia, Ellen,Curry, Stephanie,McMonagle, Patricia,Bystol, Karin,Lahser, Frederick,Carr, Donna,Rokosz, Laura,Ingravallo, Paul,Chen, Shiying,Feng, Kung-I,Cartwright, Mark,Asante-Appiah, Ernest,Kozlowski, Joseph A.. "Discovery of Ruzasvir (MK-8408): A Potent, Pan-Genotype HCV NS5A Inhibitor with Optimized Activity against Common Resistance-Associated Polymorphisms". . p. 290 - 306. Retrieved 2017/04/26.
• 2、 Yu, Wensheng,Tong, Ling,Hu, Bin,Zhong, Bin,Hao, Jinglai,Ji, Tao,Zan, Shuai,Coburn, Craig A.,Selyutin, Oleg,Chen, Lei,Rokosz, Laura,Agrawal, Sony,Liu, Rong,Curry, Stephanie,McMonagle, Patricia,Ingravallo, Paul,Asante-Appiah, Ernest,Chen, Shiying,Kozlowski, Joseph A.. "Discovery of Chromane Containing Hepatitis C Virus (HCV) NS5A Inhibitors with Improved Potency against Resistance-Associated Variants". . p. 10228 - 10243. Retrieved 2016/12/07.