methyl 1H-indazole-3-carboxylate

Base Information

• Chemical Name: methyl 1H-indazole-3-carboxylate
• CAS No.: 43120-28-1
• Molecular Formula: C9H8N2O2
• Molecular Weight: 176.175
• Hs Code.: 2933990090
• European Community (EC) Number: 694-545-7
• DSSTox Substance ID: DTXSID20349685
• Nikkaji Number: J782.362B
• Wikidata: Q27207315
• ChEMBL ID: CHEMBL1558246
• Mol file: 43120-28-1.mol

Synonyms:methyl 1H-indazole-3-carboxylate;43120-28-1;1H-Indazole-3-carboxylic acid methyl ester;1H-Indazole-3-carboxylic acid, methyl ester;methyl1H-indazole-3-carboxylate;INDAZOLE-3-CARBOXYLIC ACID METHYL ESTER;SMR000038274;MLS000037996;MFCD01138133;methyl indazole-3-carboxylate;2h-indazole-3-carboxylic acid methyl ester;methyl 2h-indazolecarboxylate;Methyl 3-indazolylcarboxylate;863637-26-7;SCHEMBL498053;cid_657476;CHEMBL1558246;BDBM43550;DTXSID20349685;methyl-1H-indazole-3-carboxylate;CHEBI:119835;KWTCVAHCQGKXAZ-UHFFFAOYSA-N;HMS2281G14;indazole-3-carboxylic methyl ester;BCP11314;methyl 1H-indazol-3-yl carboxylate;METHYL 3-INDAZOLECARBOXYLATE;BBL022387;STK895597;AKOS003239708;AKOS017259738;CS-W020527;PB14207;SS-4639;Methyl 1H-indazole-3-carboxylate, 97%;NCGC00020846-01;NCGC00020846-02;AC-29514;SY032788;A6978;AM20040465;FT-0604106;3-INDAZOLECARBOXYLIC ACID METHYL ESTER;EN300-98794;J-522648;J-650197;Q27207315

Chemical Property of methyl 1H-indazole-3-carboxylate

Chemical Property:

• Vapor Pressure: 6.24E-05mmHg at 25°C
• Melting Point: 162-163℃
• Refractive Index: 1.648
• Boiling Point: 345.2 °C at 760 mmHg
• PKA: 11.93±0.40(Predicted)
• Flash Point: 162.6 °C
• PSA: 54.98000
• Density: 1.325 g/cm³
• LogP: 1.34950
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 176.058577502
• Heavy Atom Count: 13
• Complexity: 208

Purity/Quality:

99% ^*data from raw suppliers

Indazole-3-carboxylicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C1=NNC2=CC=CC=C21
• Uses: Indazole-3-carboxylic Acid Methyl Ester has potential as application of N-benzoylindazole derivatives and analogues as inhibitors of human neutrophil elastase. Also used in the preparation of indazole-pyridine based protain kinase/Akt inhibitors.

Technology Process of methyl 1H-indazole-3-carboxylate

There total 23 articles about methyl 1H-indazole-3-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%

methanol (67-56-1) + 1H-Indazole-3-carboxylic acid (4498-67-3) → methyl 1H-indazole-3-carboxylate (43120-28-1)

Guidance literature:

With sulfuric acid; for 2h; Heating;

DOI:10.1016/j.tetlet.2007.02.042

Reference yield: 95.0%

1H-Indazole-3-carboxylic acid (4498-67-3) + dimethyl sulfate (77-78-1) → methyl 1H-indazole-3-carboxylate (43120-28-1)

Guidance literature:

1H-Indazole-3-carboxylic acid; With potassium carbonate; In acetone; at 20 ℃; for 0.166667h;

dimethyl sulfate; In acetone; for 4h; Reflux;

DOI:10.14233/ajchem.2014.15564

Reference yield: 93.0%

methanol (67-56-1) + 2H-indazole-3-carboxylic acid (4498-67-3,877309-58-5) → methyl 1H-indazole-3-carboxylate (43120-28-1)

Guidance literature:

methanol; 2H-indazole-3-carboxylic acid; sulfuric acid; for 16h; Reflux;

With sodium hydrogencarbonate; In water; ethyl acetate;

upstream raw materials:

methanol

1H-Indazole-3-carboxylic acid

methyl 3-(2-acetamidophenyl)propanoate

acetone

Downstream raw materials:

methyl 1-(2,4-dichlorobenzyl)-1H-indazole-3-carboxylate

methyl 1-(4-(trifluoromethyl)phenyl)-1H-indazole-3-carboxylate

N-(benzo[d][1,3]dioxol-5-yl)-1-(4-(methylsulfonyl)benzyl)-1H-indazole-3-carboxamide

N-((1-(4-(methylsulfonyl)benzyl)-1H-indazol-3-yl)methyl)benzo[d][1,3]dioxol-5-amine

Refernces

• 1、 Lu, Guan-Han,Huang, Tzu-Chia,Hsueh, Hsiao-Chin,Yang, Shin-Cherng,Cho, Ting-Wei,Chou, Ho-Hsuan. "NovelN-transfer reagent for converting α-amino acid derivatives to α-diazo compounds". . p. 4839 - 4842. Retrieved 2021/05/25.
• 2、 -. "NOVEL ARYLALKYL PYRAZOLE COMPOUNDS AS INDOLEAMINE 2,3-DIOXYGENASE INHIBITORS". Page/Page column 97-98. . Retrieved 2020/05/21.