4-Amino-2-fluoro-5-methoxybenzoic acid

Base Information

• Chemical Name: 4-Amino-2-fluoro-5-methoxybenzoic acid
• CAS No.: 1001346-91-3
• Molecular Formula: C8H8FNO3
• Molecular Weight: 185.155
• Hs Code.: 2922500090
• Mol file: 1001346-91-3.mol

Synonyms:2-Fluoro-4-amino-5-methoxybenzoic acid; 4-Amino-2-fluoro-5-methoxybenzoicacid; Benzoic acid, 4-amino-2-fluoro-5-methoxy-

Chemical Property of 4-Amino-2-fluoro-5-methoxybenzoic acid

Chemical Property:

• Boiling Point: 368.924 °C at 760 mmHg
• Flash Point: 176.919 °C
• PSA: 72.55000
• Density: 1.398 g/cm³
• LogP: 1.69590
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature

Purity/Quality:

98.5% ^*data from raw suppliers

4-Amino-2-fluoro-5-methoxybenzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Amino-2-fluoro-5-methoxybenzoic acid

There total 3 articles about 4-Amino-2-fluoro-5-methoxybenzoic acid 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: 98.0%

2‐fluoro‐5‐methoxy‐4‐nitrobenzoic acid (1001345-80-7) → 4-amino-2-fluoro-5-methoxy-benzoic acid (1001346-91-3)

Guidance literature:

With hydrogen; acetic acid; palladium on activated charcoal; In methanol; at 20 ℃; Product distribution / selectivity;

Reference yield:

2,5‐difluoro‐4‐nitrobenzoic acid (116465-48-6) → 4-amino-2-fluoro-5-methoxy-benzoic acid (1001346-91-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: caesium carbonate / N,N-dimethyl-formamide / 2 h / 18 - 25 °C

1.2: pH 1

2.1: hydrogen / 5%-palladium/activated carbon / ethanol / 4 h / 18 - 25 °C

With hydrogen; caesium carbonate; 5%-palladium/activated carbon; In ethanol; N,N-dimethyl-formamide;

Reference yield:

methyl 2,5-difluoro-4-nitrobenzoate (924868-81-5) → 4-amino-2-fluoro-5-methoxy-benzoic acid (1001346-91-3)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium hydroxide / methanol / 80 °C

With potassium hydroxide; In methanol;

DOI:10.1016/j.bmcl.2013.02.083

upstream raw materials:

2‐fluoro‐5‐methoxy‐4‐nitrobenzoic acid

methyl 2,5-difluoro-4-nitrobenzoate

2,5‐difluoro‐4‐nitrobenzoic acid

Downstream raw materials:

4‐((4‐(ethylamino)‐5‐(trifluoromethyl)pyrimidin‐2‐yl)amino)‐2‐fluoro‐5‐methoxybenzoic acid

(4-(4-(cyclopropylamino)-5-(trifluoromethyl)pyrimidin-2-ylamino)-2-fluoro-5-methoxyphenyl)(morpholino)methanone

C₁₆H₁₄F₄N₄O₃

(5-chloro-4-(4-(ethylamino)-5-(trifluoromethyl)pyrimidin-2-ylamino)-2-methoxyphenyl)(perdeuteromorpholino)methanone

Refernces

• 1、 Nie, Zhe,Feher, Victoria,Natala, Srinivasa,McBride, Christopher,Kiryanov, Andre,Jones, Benjamin,Lam, Betty,Liu, Yan,Kaldor, Stephen,Stafford, Jeffrey,Hikami, Kouki,Uchiyama, Noriko,Kawamoto, Tomohiro,Hikichi, Yuichi,Matsumoto, Shin-Ichi,Amano, Nobuyuki,Zhang, Lilly,Hosfield, David,Skene, Robert,Zou, Hua,Cao, Xiaodong,Ichikawa, Takashi. "Discovery of TAK-960: An orally available small molecule inhibitor of polo-like kinase 1 (PLK1)". . p. 3662 - 3666. Retrieved 2013/07/05.
• 2、 -. "NOVEL COMPOUNDS". Page/Page column 134. . Retrieved 2008/06/13.