Ethyl 1H-indazole-6-carboxylate

Base Information

• Chemical Name: Ethyl 1H-indazole-6-carboxylate
• CAS No.: 713-09-7
• Molecular Formula: C10H10N2O2
• Molecular Weight: 190.202
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID40599443
• Nikkaji Number: J2.719.503B
• Wikidata: Q72475476
• Mol file: 713-09-7.mol

Synonyms:ETHYL 1H-INDAZOLE-6-CARBOXYLATE;713-09-7;1H-Indazole-6-carboxylic acid ethyl ester;MFCD07371613;Ethyl-1H-indazole-6-carboxylate;ETHYL1H-INDAZOLE-6-CARBOXYLATE;1H-Indazole-6-carboxylic acid, ethyl ester;SCHEMBL562951;ethyl indazol-6-yl carboxylate;DTXSID40599443;QKEIGRHNDNLBNJ-UHFFFAOYSA-N;AMY23464;BBL100767;STL554561;AKOS005255628;AS-8140;SB38418;AC-29535;SY035921;DB-074417;CS-0044452;A19617;J-520538

Chemical Property of Ethyl 1H-indazole-6-carboxylate

Chemical Property:

• Vapor Pressure: 1.16E-06mmHg at 25°C
• Melting Point: 125-126℃
• Refractive Index: 1.633
• Boiling Point: 353.9 °C at 760 mmHg
• PKA: 12.47±0.40(Predicted)
• Flash Point: 167.8 °C
• PSA: 54.98000
• Density: 1.272 g/cm³
• LogP: 1.73960
• Storage Temp.: 2-8°C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 190.074227566
• Heavy Atom Count: 14
• Complexity: 220

Purity/Quality:

99%, ^*data from raw suppliers

Ethyl1h-indazole-6-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC2=C(C=C1)C=NN2

Technology Process of Ethyl 1H-indazole-6-carboxylate

There total 1 articles about Ethyl 1H-indazole-6-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: 64.0%

3-amino-4-methylbenzoic acid ethyl ester (41191-92-8) → ethyl 1H-indazole-6-carboxylate (713-09-7)

Guidance literature:

3-amino-4-methylbenzoic acid ethyl ester; With potassium acetate; acetic anhydride; isopentyl nitrite; In toluene; Heating;

With hydrogenchloride; at 50 - 60 ℃;

DOI:10.1002/ejic.200500851

Reference yield: 93.0%

ethyl 1H-indazole-6-carboxylate (713-09-7) → 6-(hydroxymethyl)-1H-indazole (916902-55-1)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 2h;

DOI:10.1002/ejic.200500851

Reference yield:

ethyl 1H-indazole-6-carboxylate (713-09-7) → thallium hydrotris{6-[(ethylsulfanyl)methyl]indazol-1-yl}borate

Guidance literature:

Multi-step reaction with 3 steps

1: lithium aluminium tetrahydride

2: hydrogen bromide; acetic acid

3: 6 h / 140 - 180 °C / Inert atmosphere; Schlenk technique

With lithium aluminium tetrahydride; hydrogen bromide; acetic acid;

DOI:10.1002/ejoc.201800990

upstream raw materials:

3-amino-4-methylbenzoic acid ethyl ester

Downstream raw materials:

6-(hydroxymethyl)-1H-indazole

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