Methyl 1-methyl-1H-indazole-3-carboxylate

Base Information

• Chemical Name: Methyl 1-methyl-1H-indazole-3-carboxylate
• CAS No.: 109216-60-6
• Molecular Formula: C10H10 N2 O2
• Molecular Weight: 190.202
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80552092
• Wikidata: Q82432089
• Mol file: 109216-60-6.mol

Synonyms:109216-60-6;Methyl 1-methyl-1H-indazole-3-carboxylate;methyl 1-methylindazole-3-carboxylate;METHYL 1-METHYL-3-INDAZOLECARBOXYLATE;METHYL-N-METHYL-INDAZOLE-3-CARBOXYLATE;1-METHYL-INDAZOLE-3-CARBOXYLIC METHYL ESTER;MFCD03840643;1H-INDAZOLE-3-CARBOXYLIC ACID, 1-METHYL-, METHYL ESTER;SCHEMBL1563104;DTXSID80552092;MTCWFNXKOCOIJV-UHFFFAOYSA-N;1-METHYL-1H-INDAZOLE-3-CARBOXYLIC ACID METHYL ESTER;AMY15467;Methyl-1-methylindazole-3-carboxylate;AKOS006276726;AB16482;AC-11941;AS-19716;BL002605;SY056836;CS-0097702;EN300-134081;1-methylindazole-3-carboxylic acid, methyl ester;J-002245;Z1675167192

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

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 75-77 °C(Solv: benzene (71-43-2))
• Refractive Index: 1.596
• Boiling Point: 313.1°Cat760mmHg
• PKA: -0.90±0.50(Predicted)
• Flash Point: 143.1°C
• PSA: 44.12000
• Density: 1.23g/cm³
• LogP: 1.35990
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 190.074227566
• Heavy Atom Count: 14
• Complexity: 232

Purity/Quality:

99% ^*data from raw suppliers

Methyl 1-methyl-1H-indazole-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2=CC=CC=C2C(=N1)C(=O)OC

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

There total 11 articles about Methyl 1-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: 85.0%

methanol (67-56-1) + 1-methyl-1H-indazole-3-carboxylic acid (50890-83-0) → 1-Methyl-1H-indazole-3-carboxylic acid methyl ester (109216-60-6)

Guidance literature:

With sulfuric acid; for 4h; Reflux;

DOI:10.1016/j.ejmech.2012.01.024

Reference yield: 84.0%

methyl 1H-indazole-3-carboxylate (43120-28-1) + methyl iodide (74-88-4) → 1-Methyl-1H-indazole-3-carboxylic acid methyl ester (109216-60-6)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 4h;

DOI:10.1021/acs.joc.8b02260

Reference yield: 68.0%

1H-Indazole-3-carboxylic acid (4498-67-3) + methyl iodide (74-88-4) → 1-Methyl-1H-indazole-3-carboxylic acid methyl ester (109216-60-6)

Guidance literature:

With potassium carbonate; In DMF (N,N-dimethyl-formamide); at 50 ℃; for 18h;

upstream raw materials:

methyl iodide

ethyl 1H-indazole-3-carboxylate

1H-Indazole-3-carboxylic acid

methanol

Downstream raw materials:

1-(1-methyl-1H-indazol-3-yl)ethanone

(1-methyl-1H-indazol-3-yl)methanol

LY 278584

1-methylindazole-3-carboxylic acid chloride

Refernces

• 1、 Angapelly, Srinivas,Sri Ramya,Angeli, Andrea,Supuran, Claudiu T.,Arifuddin, Mohammed. "Sulfocoumarin-, Coumarin-, 4-Sulfamoylphenyl-Bearing Indazole-3-carboxamide Hybrids: Synthesis and Selective Inhibition of Tumor-Associated Carbonic Anhydrase Isozymes IX and XII". . p. 1578 - 1584. Retrieved 2017/10/16.
• 2、 Vishnu, Eda V.R.,Joseph, Suju,Srinivasana, Abayee K.,Gania, Ramesh S.,Reddy, Govindabur R.,Rao, Patakokila V.,Dahanukara, Vilas H.,Ramanatham, Josyula,Devanna, Nayakanti. "Efficient syntheses of exo-granisetron hydrochloride and other potential impurities present in granisetron hydrochloride, an anti-emetic drug". experimental part. p. 722 - 727. Retrieved 2012/05/04.