4-BroMo-1H-indazol-5-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 4-BroMo-1H-indazol-5-carboxylic acid tert-butyl ester
• CAS No.: 1203662-37-6
• Molecular Formula: C12H13BrN2O2
• Molecular Weight: 297.14800
• Hs Code.: 2933990090
• Mol file: 1203662-37-6.mol

Synonyms:4-bromo-1H-indazole-5-carboxylic acid tert-butyl ester;QC-7813;

Chemical Property of 4-BroMo-1H-indazol-5-carboxylic acid tert-butyl ester

Chemical Property:

• Boiling Point: 404.0±25.0 °C(Predicted)
• PKA: 11.63±0.40(Predicted)
• PSA: 54.98000
• Density: 1.495±0.06 g/cm3(Predicted)
• LogP: 3.28070
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%min ^*data from raw suppliers

tert-Butyl4-Bromo-1H-indazole-5-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: tert-Butyl 4-Bromo-1H-indazole-5-carboxylate could be prepared as inhibitors of MNK1 and MNK2, which are useful in treating MNK-mediated diseases.

Technology Process of 4-BroMo-1H-indazol-5-carboxylic acid tert-butyl ester

There total 3 articles about 4-BroMo-1H-indazol-5-carboxylic acid tert-butyl 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: 100.0%

2-bromo-4-fluoro-3-formylbenzoic acid tert-butyl ester (1203662-35-4) → 4-bromo-1H-indazole-5-carboxylic acid tert-butyl ester (1203662-37-6)

Guidance literature:

With hydrazine hydrate; In 1,2-dimethoxyethane; at 90 ℃; for 1h;

Reference yield:

2-bromo-4-fluorobenzoic acid tert-butyl ester (951884-50-7) → 4-bromo-1H-indazole-5-carboxylic acid tert-butyl ester (1203662-37-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 1.5 h / -75 °C

1.2: 0.17 h

2.1: hydrazine hydrate / 1,2-dimethoxyethane / 1.5 h / 90 °C

With hydrazine hydrate; lithium diisopropyl amide; In tetrahydrofuran; 1,2-dimethoxyethane;

DOI:10.1021/jm2017094

Reference yield:

2-bromo-4-fluorobenzoic acid (1006-41-3) → 4-bromo-1H-indazole-5-carboxylic acid tert-butyl ester (1203662-37-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 3 h / 20 °C

1.2: 72 h / 20 °C

2.1: lithium diisopropyl amide / tetrahydrofuran / 1.5 h / -75 °C

2.2: 0.17 h

3.1: hydrazine hydrate / 1,2-dimethoxyethane / 1.5 h / 90 °C

With oxalyl dichloride; hydrazine hydrate; N,N-dimethyl-formamide; lithium diisopropyl amide; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane;

DOI:10.1021/jm2017094

upstream raw materials:

2-bromo-4-fluoro-3-formylbenzoic acid tert-butyl ester

2-bromo-4-fluorobenzoic acid tert-butyl ester

2-bromo-4-fluorobenzoic acid

Downstream raw materials:

4-[(4-bromo-2-fluorophenyl)amino]-1H-indazole-5-carboxylic acid (2-hydroxyethoxy)amide

4-[(2-fluoro-4-iodophenyl)amino]-1H-indazole-5-carboxylic acid cyclopropylmethoxyamide

4-[(2-fluoro-4-iodophenyl)amino]-1H-indazole-5-carboxylic acid ethoxyamide

4-[(2-fluoro-4-iodophenyl)amino]-1H-indazole-5-carboxylic acid (3-hydroxypropyl)amide

Refernces

• 1、 Heald, Robert A.,Jackson, Philip,Savy, Pascal,Jones, Mark,Gancia, Emanuela,Burton, Brenda,Newman, Richard,Boggs, Jason,Chan, Emily,Chan, Jocelyn,Choo, Edna,Merchant, Mark,Rudewicz, Patrick,Ultsch, Mark,Wiesmann, Christian,Yue, Qin,Belvin, Marcia,Price, Steve. "Discovery of novel allosteric mitogen-activated protein kinase kinase (MEK) 1,2 inhibitors possessing bidentate Ser212 interactions". experimental part. p. 4594 - 4604. Retrieved 2012/07/27.