5-BROMO-6-FLUORO-1H-INDAZOLE

Base Information

• Chemical Name: 5-BROMO-6-FLUORO-1H-INDAZOLE
• CAS No.: 105391-70-6
• Molecular Formula: C7H4BrFN2
• Molecular Weight: 215.02
• Hs Code.: 2933990090
• Mol file: 105391-70-6.mol

Synonyms:5-Bromo-6-fluoro-1H-indazole;

Chemical Property of 5-BROMO-6-FLUORO-1H-INDAZOLE

Chemical Property:

• Refractive Index: 1.693
• Boiling Point: 332.199 °C at 760 mmHg
• PKA: 11.95±0.40(Predicted)
• Flash Point: 154.709 °C
• PSA: 28.68000
• Density: 1.862 g/cm³
• LogP: 2.46450
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

5-Bromo-6-fluoro-1H-indazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5-Bromo-6-fluoro-1H-indazole is used for optimization and biological evaluation of [(trifluoromethyl)phenyl]indazoles as TRPA1 antagonists.

Technology Process of 5-BROMO-6-FLUORO-1H-INDAZOLE

There total 6 articles about 5-BROMO-6-FLUORO-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: 93.0%

1-(5-bromo-6-fluoro-1H-indazol-1-yl)ethan-1-one (633335-81-6) → 5-bromo-6-fluoro-1H-indazole (105391-70-6)

Guidance literature:

1-(5-bromo-6-fluoro-1H-indazol-1-yl)ethan-1-one; With hydrogenchloride; In methanol; water; at 90 ℃; for 3h;

With sodium hydroxide; pH=10;

Reference yield:

4-bromo-5-fluoro-2-methylaniline (52723-82-7) → 5-bromo-6-fluoro-1H-indazole (105391-70-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: chloroform / 20 °C / Cooling with ice

1.2: 16 h / 75 °C

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 36 h / 120 - 130 °C / Inert atmosphere

tetrakis(triphenylphosphine) palladium⁽⁰⁾; In chloroform; N,N-dimethyl-formamide;

Reference yield:

zinc(II) cyanide (557-21-1) + 1-(5-bromo-6-fluoro-1H-indazol-1-yl)ethan-1-one (633335-81-6) → 6-fluoro-1H-indazole-5-carbonitrile (633327-11-4) + 5-bromo-6-fluoro-1H-indazole (105391-70-6)

Guidance literature:

zinc(II) cyanide; 1-(5-bromo-6-fluoro-1H-indazol-1-yl)ethan-1-one; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 120 - 130 ℃; for 36h; Inert atmosphere;

With water; sodium hydrogencarbonate; In ethyl acetate;

upstream raw materials:

1-(5-bromo-6-fluoro-1H-indazol-1-yl)ethan-1-one

4-bromo-5-fluoro-2-methylaniline

zinc(II) cyanide

5’-fluoro-2’-methylacetanilide

Downstream raw materials:

6-fluoro-1H-indazole-5-carbonitrile

6-fluoro-5-(2-(trifluoromethyl)phenyl)-1H-indazole

C₁₉H₁₆F₄N₂O

5-(benzylthio)-6-fluoro-1H-indazole

Refernces

• 1、 -. "3-(1H-PYRROLO[2,3-B]PYRIDIN-2-YL)-1H-INDAZOLES AND THERAPEUTIC USES THEREOF". Paragraph 0622; 0626. . Retrieved 2017/02/28.
• 2、 -. "3-(1H-PYRROLO[3,2-C]PYRIDIN-2-YL)-1H-INDAZOLES AND THERAPEUTIC USES THEREOF". Paragraph 006; 010. . Retrieved 2017/02/28.