3-IODO-6-METHOXY-1H-INDAZOLE

Base Information

• Chemical Name: 3-IODO-6-METHOXY-1H-INDAZOLE
• CAS No.: 936138-17-9
• Molecular Formula: C₈H₇IN₂O
• Molecular Weight: 274.061
• Mol file: 936138-17-9.mol

Synonyms:3-IODO-6-METHOXY-1H-INDAZOLE

Chemical Property of 3-IODO-6-METHOXY-1H-INDAZOLE

Chemical Property:

• Vapor Pressure: 4.96E-06mmHg at 25°C
• Refractive Index: 1.727
• Boiling Point: 393.1 °C at 760 mmHg
• Flash Point: 191.5 °C
• PSA: 37.91000
• Density: 1.941 g/cm³
• LogP: 2.17610
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

98%min ^*data from raw suppliers

3-Iodo-6-methoxy-1H-indazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-IODO-6-METHOXY-1H-INDAZOLE

There total 1 articles about 3-IODO-6-METHOXY-1H-INDAZOLE 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: 79.0%

6-methoxy-1H-indazole (3522-07-4) → 3-iodo-6-methoxy-1H-indazole (1150618-46-4,936138-17-9)

Guidance literature:

With iodine; potassium hydroxide; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1055/s-0030-1260199

Reference yield: 69.0%

methanol (67-56-1) + carbon monoxide (201230-82-2) + 3-iodo-6-methoxy-1H-indazole (1150618-46-4,936138-17-9) → methyl 6-methoxy-1H-indazole-3-carboxylate (885278-53-5)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; triethylamine; In toluene; at 70 ℃; under 750.075 Torr; Autoclave;

DOI:10.1055/s-0030-1260199

Reference yield:

3-iodo-6-methoxy-1H-indazole (1150618-46-4,936138-17-9) → C17H16N2O3

Guidance literature:

Multi-step reaction with 3 steps

1: dmap; triethylamine / 20 °C

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,4-dioxane; water / 1 h / 120 °C / Microwave irradiation

3: potassium carbonate / acetone / 60 °C

With dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; potassium carbonate; triethylamine; In 1,4-dioxane; water; acetone; 2: |Suzuki-Miyaura Coupling;

DOI:10.3762/bjoc.9.171

upstream raw materials:

6-methoxy-1H-indazole

Downstream raw materials:

methyl 6-methoxy-1H-indazole-3-carboxylate

3-iodo-6-methoxy-1-methyl-1H-indazole

6-methoxy-3-phenyl-1H-indazole

Refernces

• 1、 Buchstaller, Hans-Peter,Wilkinson, Kai,Burek, Kasimir,Nisar, Yasmin. "Synthesis of 3-indazolecarboxylic esters and amides via Pd-catalyzed carbonylation of 3-iodoindazoles". experimental part. p. 3089 - 3098. Retrieved 2011/10/13.