Methyl 1H-indazole-4-carboxylate

Base Information

• Chemical Name: Methyl 1H-indazole-4-carboxylate
• CAS No.: 192945-49-6
• Molecular Formula: C9H8N2O2
• Molecular Weight: 176.175
• Hs Code.: 2933990090
• European Community (EC) Number: 878-496-0
• DSSTox Substance ID: DTXSID00425092
• Wikidata: Q82237851
• Mol file: 192945-49-6.mol

Synonyms:Methyl 1H-indazole-4-carboxylate;192945-49-6;Methyl indazole-4-carboxylate;1H-Indazole-4-carboxylic acid, methyl ester;1H-INDAZOLE-4-CARBOXYLIC ACID METHYL ESTER;4-(1H)INDAZOLE CARBOXYLIC ACID METHYL ESTER;MFCD07371610;ChemDiv3_011129;indazole-4-carboxylic acid methyl ester;1H-Indazole-4-carboxylicacid, methyl ester;SCHEMBL543898;Methyl1H-indazole-4-carboxylate;DTXSID00425092;MEXWKIOTIDFYPN-UHFFFAOYSA-N;HMS1504J19;3-(3-PYRIDYL)-L-ALANINEHCL;AKOS005255641;AC-7081;PB10417;PS-4759;IDI1_028687;Methyl 1H-indazole-4-carboxylate, 97%;SY003899;AM20030257;CS-0006105;FT-0685526;A19612;EN300-103077;J-650214;W-206424;BRD-K39827958-001-01-6

Chemical Property of Methyl 1H-indazole-4-carboxylate

Chemical Property:

• Vapor Pressure: 6.24E-05mmHg at 25°C
• Melting Point: 133-138°C
• Refractive Index: 1.648
• Boiling Point: 345.2 ºC at 760 mmHg
• PKA: 12.43±0.40(Predicted)
• Flash Point: 162.6 ºC
• PSA: 54.98000
• Density: 1.324 g/cm³
• LogP: 1.34950
• Storage Temp.: 2-8°C
• XLogP3: 1.4
• 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:

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

Methyl 1H-indazole-4-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C2C=NNC2=CC=C1

Technology Process of Methyl 1H-indazole-4-carboxylate

There total 1 articles about Methyl 1H-indazole-4-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: 50.0%

1H-indazole-4-carboxylic acid (677306-38-6) + diazomethyl-trimethyl-silane (18107-18-1) → 1H-indazole-4-carboxylic acid methyl ester (192945-49-6)

Guidance literature:

In methanol; diethyl ether; dichloromethane; at 20 ℃;

Reference yield: 98.0%

1H-indazole-4-carboxylic acid methyl ester (192945-49-6) → 1H-indazole-4-carboxylic acid (677306-38-6)

Guidance literature:

With iodine; aluminium; In acetonitrile; at 80 ℃; for 18h;

DOI:10.1021/acs.joc.1c00034

Reference yield: 91.0%

benzenesulfonyl chloride (98-09-9) + 1H-indazole-4-carboxylic acid methyl ester (192945-49-6) → methyl 1-(phenylsulfonyl)-1H-indazole-4-carboxylate (1186334-67-7)

Guidance literature:

1H-indazole-4-carboxylic acid methyl ester; With sodium hydride; In N,N-dimethyl-formamide; at 0 - 5 ℃; for 0.333333h;

benzenesulfonyl chloride; In N,N-dimethyl-formamide; at 5 - 20 ℃; Product distribution / selectivity;

upstream raw materials:

1H-indazole-4-carboxylic acid

diazomethyl-trimethyl-silane

Downstream raw materials:

2-benzyloxycarbonylamino-3-({1-[3-(4,5-dihydro-1H-imidazol-2-ylamino)-propyl]-1H-indazole-4-carbonyl}-amino)-propionic acid tert-butyl ester

1H-indazole-4-carboxylic acid

4-(hydroxymethyl)-1H-indazole

methyl 1-(4-methoxybenzyl)-1H-indazole-4-carboxylate

Refernces

• 1、 -. "INDAZOLE COMPOUNDS AS CCR1 RECEPTOR ANTAGONISTS". Page/Page column 50. . Retrieved 2009/12/05.