Methyl 1-methylindazole-6-carboxylate

Base Information

• Chemical Name: Methyl 1-methylindazole-6-carboxylate
• CAS No.: 1007219-73-9
• Molecular Formula: C10H10N2O2
• Molecular Weight: 190.20
• Hs Code.: 2933990090
• Mol file: 1007219-73-9.mol

Synonyms:6-Methoxycarbonyl-1-methylindazole;Methyl 1-methylindazole-6-carboxylate;

Chemical Property of Methyl 1-methylindazole-6-carboxylate

Chemical Property:

• Boiling Point: 313.086 °C at 760 mmHg
• Flash Point: 143.149 °C
• PSA: 44.12000
• Density: 1.235 g/cm³
• LogP: 1.35990
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99%, ^*data from raw suppliers

1-Methyl-1H-indazole-6-carboxylic acid methyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1-Methyl-1H-indazole-6-carboxylic Acid Methyl Ester is a useful synthetic intermediate. It is an analog of Indazole-3-carboxylic Acid Methyl Ester (I505250) which has potential as application of N-benzoylindazole derivatives and analogues as inhibitors of human neutrophil elastase. Indazole-3-carboxylic Acid Methyl Ester (I505250) is also used in the preparation of indazole-pyridine based protain kinase/Akt inhibitors.

Technology Process of Methyl 1-methylindazole-6-carboxylate

There total 5 articles about Methyl 1-methylindazole-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: 98.0%

methanol (67-56-1) + 6-bromo-1-methyl-1H-indazole (590417-94-0) + carbon monoxide (201230-82-2) → 1-methyl-1H-indazole-6-carboxylic acid methyl ester (1007219-73-9)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; triethylamine; at 110 ℃; for 20h; under 37503.8 Torr; Pressure; Temperature; Autoclave; Industrial scale;

Reference yield: 43.0%

1H-indazole-6-carboxylic acid methyl ester (170487-40-8) + methyl iodide (74-88-4) → 1-methyl-1H-indazole-6-carboxylic acid methyl ester (1007219-73-9)

Guidance literature:

1H-indazole-6-carboxylic acid methyl ester; With sodium hexamethyldisilazane; In tetrahydrofuran;

methyl iodide; Heating / reflux;

Reference yield:

1H-indazole-6-carboxylic acid methyl ester (170487-40-8) + methyl iodide (74-88-4) → 1-methyl-1H-indazole-6-carboxylic acid methyl ester (1007219-73-9) + methyl 2-methyl-2H-indazole-6-carboxylate (1071433-01-6)

Guidance literature:

1H-indazole-6-carboxylic acid methyl ester; With sodium hydride; In mineral oil; at 20 ℃; for 0.5h; Cooling with ice;

methyl iodide; In mineral oil; Overall yield = 59 %;

upstream raw materials:

1H-indazole-6-carboxylic acid methyl ester

methyl iodide

methanol

6-bromo-1-methyl-1H-indazole

Downstream raw materials:

1-methyl-1H-indazole-6-carboxylic acid

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