3-iodo-6,6-dimethyl-4,5,6,7-tetrahydro-1H-indazole

Base Information

• Chemical Name: 3-iodo-6,6-dimethyl-4,5,6,7-tetrahydro-1H-indazole
• CAS No.: 1309788-50-8
• Molecular Formula: C₉H₁₃IN₂
• Molecular Weight: 276.12
• Mol file: 1309788-50-8.mol

Synonyms:

Chemical Property of 3-iodo-6,6-dimethyl-4,5,6,7-tetrahydro-1H-indazole

Chemical Property:

• Boiling Point: 360.1±42.0 °C(Predicted)
• PKA: 12.56±0.40(Predicted)
• Density: 1.640±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

99% ^*data from raw suppliers

3-Iodo-6,6-dimethyl-4,5,6,7-tetrahydro-1H-indazole 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-iodo-6,6-dimethyl-4,5,6,7-tetrahydro-1H-indazole

There total 4 articles about 3-iodo-6,6-dimethyl-4,5,6,7-tetrahydro-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: 99.0%

6,6-dimethyl-4,5,6,7-tetrahydro-1H-indazole (1309788-49-5) → 3-iodo-6,6-dimethyl-4,5,6,7-tetrahydro-1H-indazole (1309788-50-8)

Guidance literature:

With iodine; potassium hydroxide; In N,N-dimethyl-formamide; at 20 ℃; for 0.75h;

Reference yield:

3,3-dimethylcyclohexanone (2979-19-3) → 3-iodo-6,6-dimethyl-4,5,6,7-tetrahydro-1H-indazole (1309788-50-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran / 2 h / Inert atmosphere; Cooling with ice

1.2: 20 °C / Cooling with ice

2.1: hydrazine hydrate / methanol / 1 h / Reflux

3.1: potassium hydroxide; iodine / N,N-dimethyl-formamide / 4 h / 20 °C

With iodine; sodium hydride; hydrazine hydrate; potassium hydroxide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

Reference yield:

4,4-dimethyl-2-oxocyclohexanecarbaldehyde → 3-iodo-6,6-dimethyl-4,5,6,7-tetrahydro-1H-indazole (1309788-50-8)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrazine hydrate / methanol / 1 h / Reflux

2: potassium hydroxide; iodine / N,N-dimethyl-formamide / 4 h / 20 °C

With iodine; hydrazine hydrate; potassium hydroxide; In methanol; N,N-dimethyl-formamide;

upstream raw materials:

3,3-dimethylcyclohexanone

6,6-dimethyl-4,5,6,7-tetrahydro-1H-indazole

Downstream raw materials:

benzyl (2-{6,6-dimethyl-1-[2-(trimethylsilyl)ethoxymethyl]-4,5,6,7-tetrahydro-1H-indazol-3-yl}-1-[2-(trimethylsilyl)ethoxymethyl]-1H-indol-6-yl)carbamate

benzyl N-(2-{6,6-dimethyl-1-[2-(trimethylsilyl)ethoxymethyl]-4,5,6,7-tetrahydro-1H-indazol-3-yl}-1-[2-(trimethylsilyl)ethoxymethyl]-1H-indol-6-yl)-N-methylcarbamate

benzyl N-{2-(6,6-dimethyl-4,5,6,7-tetrahydro-1H-indazol-3-yl)-1H-indol-6-yl}-N-methylcarbamate

2-{6,6-dimethyl-1-[2-(trimethylsilyl)ethoxymethyl]-4,5,6,7-tetrahydro-1H-indazol-3-yl}-1-[2-(trimethylsilyl)ethoxymethyl]-1H-indole-6-carboxylic acid [2-(tert-butyldiphenylsilyloxy)-1-methylethyl]amide

Refernces

• 1、 -. "PYRROLOPYRAZINE KINASE INHIBITORS". . . Retrieved 2013/03/28.