7-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-1H-INDAZOLE

Base Information

• Chemical Name: 7-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-1H-INDAZOLE
• CAS No.: 915411-02-8
• Molecular Formula: C13H17BN2O2
• Molecular Weight: 244.101
• Hs Code.: 2934999090
• Mol file: 915411-02-8.mol

Synonyms:7-(TetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole;

Chemical Property of 7-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-1H-INDAZOLE

Chemical Property:

• Boiling Point: 404.123 °C at 760 mmHg
• Flash Point: 198.207 °C
• PSA: 47.14000
• Density: 1.154 g/cm³
• LogP: 1.86210
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C

Purity/Quality:

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

Indazole-7-boronicacid,pinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Indazole-7-boronic acid, pinacol ester

Technology Process of 7-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-1H-INDAZOLE

There total 6 articles about 7-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-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: 74.0%

bis(pinacol)diborane (73183-34-3) + 7-bromo-1H-indazole (53857-58-2) → 7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole (915411-02-8)

Guidance literature:

With potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In dimethyl sulfoxide; at 100 ℃; for 48h;

Reference yield:

bis(pinacol)diborane (73183-34-3) + 4-bromoindazole (186407-74-9) → 7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole (915411-02-8)

Guidance literature:

With potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In dimethyl sulfoxide; at 80 ℃; for 4h; Product distribution / selectivity;

Reference yield:

7-Nitroindazole (2942-42-9) → 7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole (915411-02-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: hydrogen / palladium 10% on activated carbon / ethanol / 0.17 h / 20 °C

2.1: hydrogen bromide; sodium nitrite / water / 0.25 h / -10 - -5 °C

2.2: 2.25 h / -5 - 20 °C

3.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / dimethyl sulfoxide / 48 h / 100 °C

With hydrogen bromide; hydrogen; potassium acetate; sodium nitrite; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium 10% on activated carbon; In ethanol; water; dimethyl sulfoxide;

upstream raw materials:

bis(pinacol)diborane

4-bromoindazole

7-bromo-1H-indazole

1H-indazol-7-amine

Downstream raw materials:

(1H-indazol-7-yl)boronic acid

Refernces

• 1、 -. "NEW ORGANIC COMPOUNDS AND ORGANIC ELECTRO LUMINESCENCE DEVICE COMPRISING THE SAME". Paragraph 0120-0121; 0175-0177. . Retrieved 2016/10/09.
• 2、 -. "ANTI-CANCER AGENTS ANS USES THEREOF". Page/Page column 66. . Retrieved 2010/11/29.