1H-INDAZOLE-4-CARBOXYLIC ACID

Base Information

• Chemical Name: 1H-INDAZOLE-4-CARBOXYLIC ACID
• CAS No.: 677306-38-6
• Molecular Formula: C8H6N2O2
• Molecular Weight: 162.148
• Hs Code.: 29339980
• Mol file: 677306-38-6.mol

Synonyms:Indazole-4-carboxylicacid;

Chemical Property of 1H-INDAZOLE-4-CARBOXYLIC ACID

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: ca 280℃
• Refractive Index: 1.743
• Boiling Point: 443.749 °C at 760 mmHg
• PKA: 3.35±0.30(Predicted)
• Flash Point: 222.172 °C
• PSA: 65.98000
• Density: 1.507g/cm³
• LogP: 1.26110
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%,99%, ^*data from raw suppliers

1H-Indazole-4-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-36-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-INDAZOLE-4-CARBOXYLIC ACID

There total 5 articles about 1H-INDAZOLE-4-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: 98.0%

1H-indazole-4-carboxylic acid methyl ester (192945-49-6) → 1H-indazole-4-carboxylic acid (677306-38-6)

Guidance literature:

With iodine; aluminium; In acetonitrile; at 80 ℃; for 18h;

DOI:10.1021/acs.joc.1c00034

Reference yield: 91.0%

formyl acetic anhydride (2258-42-6) + 4-bromoindazole (186407-74-9) → 1H-indazole-4-carboxylic acid (677306-38-6)

Guidance literature:

formyl acetic anhydride; 4-bromoindazole; With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 80 - 90 ℃; for 4h; Inert atmosphere;

With hydrogenchloride; In water; pH=Ca. 4 - 6;

DOI:10.1080/00397911.2010.528851

Reference yield: 55.0%

4-bromoindazole (186407-74-9) → 1H-indazole-4-carboxylic acid (677306-38-6)

Guidance literature:

4-bromoindazole; With sodium hydride; In tetrahydrofuran; mineral oil; at 20 ℃; for 0.5h;

With sec.-butyllithium; In cyclohexane; at -50 ℃; for 2h;

With carbon dioxide; for 1h;

upstream raw materials:

4-bromoindazole

1H-indazole-4-carboxylic acid methyl ester

sec.-butyllithium

formyl acetic anhydride

Downstream raw materials:

N-[(4R)-6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-2,2-dimethyl-3,4-dihydro-2H-pyrano[2,3-b]pyridine-4-yl]-1H-indazole-4-carboxamide

1-(4-fluoro-phenyl)-1H-indazole-4-carboxylic acid methyl ester

1-(4-fluoro-phenyl)-1H-indazole-4-carboxylic acid

1-(4-fluoro-phenyl)-1H-indazole-4-carboxylic acid (pyridin-4-ylmethyl)-amide

Refernces

• 1、 -. "INDAZOLE DERIVATIVES AS ADENOSINE MONOPHOSPHATE DEAMINASE (AMPD) INHIBITORS FOR USE IN DIABETES AND RELATED DISEASES OF METABOLIC SYNDROME". Page/Page column 6. . Retrieved 2012/06/01.
• 2、 -. "HETEROAROMATIC UREAS WHICH MODULATE THE FUNCTION OF THE VANILLOID-1 RECEPTOR (VR1)". Page/Page column 29. . Retrieved 2010/02/11.