2H-Indazole-5-carboxylate

Base Information

• Chemical Name: 2H-Indazole-5-carboxylate
• CAS No.: 61700-61-6
• Molecular Formula: C8H6N2O2^.HCl
• Molecular Weight: 162.148
• Hs Code.: 29339980
• DSSTox Substance ID: DTXSID20977280
• Wikidata: Q72515560
• Mol file: 61700-61-6.mol

Synonyms:2H-Indazole-5-carboxylate;DTXSID20977280

Chemical Property of 2H-Indazole-5-carboxylate

Chemical Property:

• Melting Point: >250℃
• Boiling Point: 443.7±18.0 °C(Predicted)
• PKA: 4.03±0.30(Predicted)
• PSA: 65.98000
• Density: 1.506±0.06 g/cm3(Predicted)
• LogP: 2.06310
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 161.035102407
• Heavy Atom Count: 12
• Complexity: 190

Purity/Quality:

99% ^*data from raw suppliers

1H-Indazole-5-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1C(=O)[O-])C=NN2
• Uses: 1H-Indazole-5-carboxylic Acid is used as a reactant in the synthesis of azabicyclic aryl amides as α7 nicotinic acetylcholine receptor agonists.

Technology Process of 2H-Indazole-5-carboxylate

There total 14 articles about 2H-Indazole-5-carboxylate 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%

methyl 1H-indazole-5-carboxylate (473416-12-5) → 1H-indazole-5-carboxylic acid (61700-61-6)

Guidance literature:

With water; sodium hydroxide; In methanol; for 1h; Reflux;

Reference yield: 95.0%

5-bromo-1H-indazole (53857-57-1) + formyl acetic anhydride (2258-42-6) → 1H-indazole-5-carboxylic acid (61700-61-6)

Guidance literature:

5-bromo-1H-indazole; formyl acetic anhydride; With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 90 ℃; for 2h; Inert atmosphere;

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

DOI:10.1080/00397911.2010.528851

Reference yield: 90.0%

methanol (67-56-1) + carbon monoxide (201230-82-2) + 5-bromo-1H-indazole (53857-57-1) → 1H-indazole-5-carboxylic acid (61700-61-6)

Guidance literature:

With 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; triethylamine; palladium dichloride; In acetonitrile; at 100 ℃; for 18h; under 30003 Torr;

DOI:10.1080/00397911.2010.547970

upstream raw materials:

methyl 1H-indazole-5-carboxylate

methyl 4-amino-3-methylbenzoate

1H-indazole-5-carbonitrile

isopentyl nitrate

Downstream raw materials:

5-(1-acetyl-1H-indazole-5-carbonyl)-2,2-dimethyl-1,3-dioxane-4,6-dione

(Z)-4-(2-(1H-indazol-5-yl)-1-(4-(2-(methylamino)ethoxy)phenyl)but-1-enyl)phenol

(E)-4-(2-(1H-indazol-5-yl)-1-(4-(2-(methylamino)ethoxy)phenyl)but-1-enyl)phenol

N-{[4-(piperidine-1-sulfonyl)phenyl]methyl}-1H-indazole-5-carboxamide

Refernces

• 1、 Hou, Shaohua,Yang, Xiping,Yang, Yuejing,Tong, Yu,Chen, Quanwei,Wan, Boheng,Wei, Ran,Lu, Tao,Chen, Yadong,Hu, Qinghua. "Design, synthesis and biological evaluation of 1H-indazole derivatives as novel ASK1 inhibitors". . . Retrieved 2021/05/10.
• 2、 -. "NOVEL ARYLALKENE DERIVATIVES AND USE THEREOF AS SELECTIVE ESTROGEN RECEPTOR MODULATORS". Paragraph 0261. . Retrieved 2013/07/19.