3-METHYL-5-PINACOLATOBORYL-INDAZOLE

Base Information

• Chemical Name: 3-METHYL-5-PINACOLATOBORYL-INDAZOLE
• CAS No.: 864771-17-5
• Molecular Formula: C14H19BN2O2
• Molecular Weight: 258.128
• Hs Code.: 2933998090
• Mol file: 864771-17-5.mol

Synonyms:3-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole;

Chemical Property of 3-METHYL-5-PINACOLATOBORYL-INDAZOLE

Chemical Property:

• Vapor Pressure: 9.03E-07mmHg at 25°C
• Refractive Index: 1.558
• Boiling Point: 416.7 °C at 760 mmHg
• Flash Point: 205.8 °C
• PSA: 47.14000
• Density: 1.13 g/cm³
• LogP: 2.17050
• Storage Temp.: 2-8°C

Purity/Quality:

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

3-Methylindazole-5-boronicacidpinacolester 97.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-METHYL-5-PINACOLATOBORYL-INDAZOLE

There total 4 articles about 3-METHYL-5-PINACOLATOBORYL-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: 61.7%

5-bromo-3-methyl-1H-indazole (552331-16-5) + bis(pinacol)diborane (73183-34-3) → 3-methyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indazole (864771-17-5)

Guidance literature:

5-bromo-3-methyl-1H-indazole; bis(pinacol)diborane; With potassium acetate; In dimethyl sulfoxide; for 0.25h;

(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In dimethyl sulfoxide; at 86 ℃; for 20h;

Reference yield:

2,3-dimethyl-2,3-butane diol (76-09-5) + (3-methyl-1H-indazol-5-yl)boronic acid (1245816-25-4) → 3-methyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indazole (864771-17-5)

Guidance literature:

With hydrogenchloride; magnesium sulfate; In 1,4-dioxane; at 20 ℃;

Reference yield:

4-bromo-2-ethylaniline (45762-41-2) → 3-methyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indazole (864771-17-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium nitrite; acetic acid / 2.5 h / 20 °C

2: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide / 6 h / 85 °C

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

upstream raw materials:

5-bromo-3-methyl-1H-indazole

bis(pinacol)diborane

4-bromo-2-ethylaniline

2,3-dimethyl-2,3-butane diol

Downstream raw materials:

1,3-dimethyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indazole

(R)-N²-(2-methoxyethyl)-N¹-[5-(3-methyl-1H-indazol-5-yl)pyridin-3-yl]-1-phenylethane-1,2-diamine

(R)-2-[5-(3-methyl-1H-indazol-5-yl)pyridin-3-ylamino]-2-phenylacetamide

(S)-2-[5-(3-methyl-1H-indazol-5-yl)pyridin-3-ylamino]-2-phenylacetamide

Refernces

• 1、 -. "NOVEL BI-RING PHENYL-PYRIDINES/PYRAZINES FOR THE TREATMENT OF CANCER". Page/Page column 54; 55. . Retrieved 2014/07/07.
• 2、 -. "HETEROCYCLIC COMPOUNDS FOR THE INHIBITION OF PASK". Page/Page column 101. . Retrieved 2012/09/21.