1-Methylindazole-5-boroni...

Base Information

• Chemical Name: 1-Methylindazole-5-boroni...
• CAS No.: 1235469-00-7
• Molecular Formula: C14H19BN2O2
• Molecular Weight: 258.128
• Hs Code.: 2933990090
• Mol file: 1235469-00-7.mol

Synonyms:1-Methylindazole-5-boroni...;1-Methyl-1H-indazol-5-ylboronic acid pinacol ester;1H-Indazole, 1-Methyl-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-;1-methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole;1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)

Chemical Property of 1-Methylindazole-5-boroni...

Chemical Property:

• Boiling Point: 385.0±15.0 °C(Predicted)
• PKA: 1.51±0.30(Predicted)
• PSA: 36.28000
• Density: 1.11±0.1 g/cm3(Predicted)
• LogP: 1.87250
• Storage Temp.: 2-8°C

Purity/Quality:

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

1-Methylindazole-5-boronicAcidPinacolEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Methylindazole-5-boroni...

There total 3 articles about 1-Methylindazole-5-boroni... 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: 65.0%

5-bromo-1-methyl-1H-indazole (465529-57-1) + bis(pinacol)diborane (73183-34-3) → 1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole (1235469-00-7)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In dimethyl sulfoxide; at 80 ℃; for 20h; Inert atmosphere;

DOI:10.1016/j.ejmech.2021.113391

Reference yield:

5-bromo-1H-indazole (53857-57-1) → 1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole (1235469-00-7)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / tetrahydrofuran / 3 h / 20 °C

2: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide / 90 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; sodium hydride; In tetrahydrofuran; dimethyl sulfoxide;

Reference yield:

→ 1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole (1235469-00-7)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In dimethyl sulfoxide; at 80 ℃; for 6h; Inert atmosphere;

upstream raw materials:

5-bromo-1-methyl-1H-indazole

bis(pinacol)diborane

5-bromo-1H-indazole

Downstream raw materials:

8-(2-amino-3-chloro-5-(1-methyl-1H-indazol-5-yl)pyridin-4-yl)-2,8-diazaspiro[4.5]decan-1-one

N-(3,4-dimethoxyphenyl)-6-(1-methyl-1H-indazol-5-yl)imidazo[1,2-a]pyrazin-8-amine

Refernces

• 1、 -. "Heterocyclic compound with Wnt signal path inhibitory activity and application thereof". Paragraph 0141; 0142; 0143. . Retrieved 2016/10/08.