2-HYDROXY-3''-NITRO-BIPHENYL-3-CARBOXYLIC ACID

Base Information

• Chemical Name: 2-HYDROXY-3''-NITRO-BIPHENYL-3-CARBOXYLIC ACID
• CAS No.: 376591-95-6
• Molecular Formula: C13H9 N O5
• Molecular Weight: 259.218
• Mol file: 376591-95-6.mol

Synonyms:2-HYDROXY-3’’-NITRO-BIPHENYL-3-CARBOXYLIC ACID

Chemical Property of 2-HYDROXY-3''-NITRO-BIPHENYL-3-CARBOXYLIC ACID

Chemical Property:

• Boiling Point: 452.2±40.0 °C(Predicted)
• PKA: 3.96±0.10(Predicted)
• PSA: 103.35000
• Density: 1.460±0.06 g/cm3(Predicted)
• LogP: 3.18880
• Storage Temp.: Room Temperature
• Solubility.: Tetrahydrofuran; Methanol

Purity/Quality:

99.5%+ ^*data from raw suppliers

3’-Nitro-2’-hydroxy[1,1’]-biphenyl-3-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3’-Nitro-2’-hydroxy[1,1’]-biphenyl-3-carboxylic Acid is an intermediate used in the synthesis of N-Hydroxy Eltrombopag (H825795), which is a derivative compound of Eltrombopag (508000), an agonist of the Thrombopoietin (Tpo) receptor, used as treatment for thrombocytopenia.

Technology Process of 2-HYDROXY-3''-NITRO-BIPHENYL-3-CARBOXYLIC ACID

There total 7 articles about 2-HYDROXY-3''-NITRO-BIPHENYL-3-CARBOXYLIC 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: 95.8%

2'-methoxy-3'-nitrobiphenyl-3-carboxylic acid (376591-94-5) → 2'-hydroxy-3'-nitro-biphenyl-3-carboxylic acid (376591-95-6)

Guidance literature:

With hydrogen bromide; acetic acid; at 120 ℃; for 3h;

Reference yield: 92.0%

2-bromo-6-nitro-phenol (13073-25-1) + 3-Carboxyphenylboronic acid (25487-66-5) → 2'-hydroxy-3'-nitro-biphenyl-3-carboxylic acid (376591-95-6)

Guidance literature:

With palladium on activated charcoal; potassium carbonate; In methanol; water; for 6h; Inert atmosphere; Reflux;

Reference yield: 65.0%

2-hydroxynitrobenzene (88-75-5,78813-12-4) + 3-Iodobenzoic acid (618-51-9) → 2'-hydroxy-3'-nitro-biphenyl-3-carboxylic acid (376591-95-6)

Guidance literature:

With chloro(1,5-cyclooctadiene)rhodium(I) dimer; potassium carbonate; Hexamethylphosphorous triamide; In 5,5-dimethyl-1,3-cyclohexadiene; at 120 ℃; Inert atmosphere;

upstream raw materials:

2'-methoxy-3'-nitrobiphenyl-3-carboxylic acid

2′-hydroxy[1,1-biphenyl]-3-carboxylic acid

2-hydroxynitrobenzene

3-Iodobenzoic acid

Downstream raw materials:

3'-amino-2'-hydroxy-1,1'-biphenyl-3-carboxylic acid hydrochloride

3′-amino-2′-hydroxy biphenyl-3-carboxylic acid

Refernces

• 1、 -. "Synthetic method of eltrombopag intermediate". Paragraph 0063-0064. . Retrieved 2019/04/06.
• 2、 -. "Preparation method of Eltrombopag key intermediate 3'-amino-2'-hydroxybiphenyl-3-carboxylic acid". . . Retrieved 2019/11/20.