5-BROMO-1H-INDAZOLE-3-CARBOXYLIC ACID ETHYL ESTER

Base Information

• Chemical Name: 5-BROMO-1H-INDAZOLE-3-CARBOXYLIC ACID ETHYL ESTER
• CAS No.: 1081-04-5
• Molecular Formula: C10H9BrN2O2
• Molecular Weight: 269.098
• Hs Code.: 2933990090
• Mol file: 1081-04-5.mol

Synonyms:Ethyl5-bromoindazole-3-carboxylate;

Chemical Property of 5-BROMO-1H-INDAZOLE-3-CARBOXYLIC ACID ETHYL ESTER

Chemical Property:

• Vapor Pressure: 8.15E-07mmHg at 25°C
• Melting Point: 142 °C
• Refractive Index: 1.653
• Boiling Point: 406.4 °C at 760 mmHg
• PKA: 10.67±0.40(Predicted)
• Flash Point: 199.6 °C
• PSA: 54.98000
• Density: 1.624 g/cm³
• LogP: 2.50210
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

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

Ethyl5-Bromo-1H-indazole-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-BROMO-1H-INDAZOLE-3-CARBOXYLIC ACID ETHYL ESTER

There total 3 articles about 5-BROMO-1H-INDAZOLE-3-CARBOXYLIC ACID ETHYL ESTER 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: 64.5%

→ 5-bromo-1H-indazole-3-carboxylic acid ethyl ester (1081-04-5)

Guidance literature:

With sulfuric acid; for 4h; Reflux; Inert atmosphere;

Reference yield:

ethyl 1H-indazole-3-carboxylate (4498-68-4) → 5-bromo-1H-indazole-3-carboxylic acid ethyl ester (1081-04-5)

Guidance literature:

With bromine; acetic acid; und Verreiben des entstandenen Brom-Additionsprodukts mit verd. Sulfitloesung;

Reference yield:

1H-Indazole-3-carboxylic acid (4498-67-3) → 5-bromo-1H-indazole-3-carboxylic acid ethyl ester (1081-04-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / 5 h / Reflux

2: bromine / N,N-dimethyl-formamide / 4 h / 0 - 20 °C

With sulfuric acid; bromine; In N,N-dimethyl-formamide;

DOI:10.1021/jm400742j

upstream raw materials:

ethyl 1H-indazole-3-carboxylate

1H-Indazole-3-carboxylic acid

Downstream raw materials:

5-bromo-1-(3-methylbenzoyl)-1H-indazole-3-carboxylic acid ethyl ester

5-bromo-1-(3-methoxybenzoyl)-1H-indazole-3-carboxylic acid ethyl ester

(5-bromo-1H-indazol-3-yl)methanol

ethyl 5-bromo-1-trityl-1H-indazole-3-carboxylate

Refernces

• 1、 Crocetti, Letizia,Schepetkin, Igor A.,Cilibrizzi, Agostino,Graziano, Alessia,Vergelli, Claudia,Giomi, Donatella,Khlebnikov, Andrei I.,Quinn, Mark T.,Giovannoni, Maria Paola. "Optimization of N-benzoylindazole derivatives as inhibitors of human neutrophil elastase". . p. 6259 - 6272. Retrieved 2013/09/02.