3-IODO-6-(TRIFLUOROMETHYL) (1H)INDAZOLE

Base Information

• Chemical Name: 3-IODO-6-(TRIFLUOROMETHYL) (1H)INDAZOLE
• CAS No.: 1000341-27-4
• Molecular Formula: C8H4F3IN2
• Molecular Weight: 312.033
• Mol file: 1000341-27-4.mol

Synonyms:3-IODO-6-(TRIFLUOROMETHYL)-INDAZOLE;1H-INDAZOLE,3-IODO-6-(TRIFLUOROMETHYL);3-Iodo-6-(trifluoromethyl)-1H-indazole;6-Trifluoromethyl-3-iodo-1H-indazole;

Chemical Property of 3-IODO-6-(TRIFLUOROMETHYL) (1H)INDAZOLE

Chemical Property:

• PSA: 28.68000
• LogP: 3.18630
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

98%min ^*data from raw suppliers

3-Iodo-6-(trifluoromethyl)-1H-indazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3-Iodo-6-(trifluoromethyl)-1H-indazole is used as a reactant in the preparation of a series of indazole TRPA1 antagonists.

Technology Process of 3-IODO-6-(TRIFLUOROMETHYL) (1H)INDAZOLE

There total 2 articles about 3-IODO-6-(TRIFLUOROMETHYL) (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: 83.0%

6-(trifluoromethyl)-1H-indazole (954239-22-6) → 3-iodo-6-(trifluoromethyl)-1H-indazole (1000341-27-4)

Guidance literature:

With iodine; potassium hydroxide; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

DOI:10.1016/j.bmcl.2018.06.022

Reference yield:

2-Fluoro-4-(trifluoromethyl)benzaldehyde (89763-93-9) → 3-iodo-6-(trifluoromethyl)-1H-indazole (1000341-27-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: O-Methylhydroxylamin / tetrahydrofuran / 3 h / 20 °C

1.2: 3 h / 80 °C

2.1: iodine; potassium hydroxide / N,N-dimethyl-formamide / 3 h / 20 °C

With O-Methylhydroxylamin; iodine; potassium hydroxide; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2018.06.022

Reference yield: 65.0%

3-iodo-6-(trifluoromethyl)-1H-indazole (1000341-27-4) + 3,4-dichlophenylboronic acid (151169-75-4) → (3-(3,4-dichlorophenyl)-6-(trifluoromethyl)-1H-indazole)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium acetate; In 1,4-dioxane; water; at 100 ℃; for 16h; Inert atmosphere;

upstream raw materials:

6-(trifluoromethyl)-1H-indazole

2-Fluoro-4-(trifluoromethyl)benzaldehyde

Downstream raw materials:

3-phenyl-6-(trifluoromethyl)-1H-indazole

Refernces

• 1、 -. "INDAZOLYL-ISOXAZOLE DERIVATIVES FOR THE TREATMENT OF DISEASES SUCH AS CANCER". Page/Page column 65-66. . Retrieved 2020/08/28.
• 2、 Atobe, Masakazu,Naganuma, Kenji,Kawanishi, Masashi,Hayashi, Takahiko,Suzuki, Hiroko,Nishida, Masahiro,Arai, Hirokazu. "Discovery of a novel 2-(1H-pyrazolo[3,4-b]pyridin-1-yl)thiazole derivative as an EP1 receptor antagonist and in vivo studies in a bone fracture model". supporting information. p. 2408 - 2412. Retrieved 2018/06/26.