4-(BENZYLOXY)-1H-INDAZOLE

Base Information

• Chemical Name: 4-(BENZYLOXY)-1H-INDAZOLE
• CAS No.: 850364-08-8
• Molecular Formula: C14H12N2O
• Molecular Weight: 224.262
• Hs Code.: 2933990090
• Mol file: 850364-08-8.mol

Synonyms:4-Benzyloxy-1H-indazole;4-(benzyloxy)-1H-indazole;

Chemical Property of 4-(BENZYLOXY)-1H-INDAZOLE

Chemical Property:

• Melting Point: 118-123℃ (heptane )
• Boiling Point: 422.4 °C at 760 mmHg
• Flash Point: 152.5 °C
• PSA: 37.91000
• Density: 1.247 g/cm³
• LogP: 3.14190
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98% purity ^*data from raw suppliers

4-(Benzyloxy)-1H-indazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-(Benzyloxy)-1H-indazole is used as a reactant in the synthesis of AG035029, a PPARy agonist.

Technology Process of 4-(BENZYLOXY)-1H-INDAZOLE

There total 6 articles about 4-(BENZYLOXY)-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: 94.0%

1-acetyl-4-benzyloxy-1H-indazole (65361-84-4) → 4-(benzyloxy)-1H-indazole (850364-08-8)

Guidance literature:

With methanol; sodium hydroxide; water;

Reference yield: 80.0%

3-benzyloxy-2-methyl-phenylamine (65361-82-2) → 4-(benzyloxy)-1H-indazole (850364-08-8)

Guidance literature:

3-benzyloxy-2-methyl-phenylamine; With potassium acetate; acetic anhydride; In toluene; for 3.5h;

With isopentyl nitrite; In toluene; at 80 ℃; for 18h;

With tetra(n-butyl)ammonium hydroxide; sodium hydroxide; In methanol; at 40 ℃; for 4h;

DOI:10.1021/op0601621

Reference yield:

4-hydroxyindazole (81382-45-8) + benzyl bromide (100-39-0) → 4-(benzyloxy)-1H-indazole (850364-08-8)

Guidance literature:

4-hydroxyindazole; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 0.166667h;

benzyl bromide; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

upstream raw materials:

2-fluorophenyl phenylmethyl ether

1-acetyl-4-benzyloxy-1H-indazole

4-hydroxyindazole

benzyl bromide

Downstream raw materials:

1-[4-(methyloxy)phenyl]-4-[(phenylmethyl)oxy]-1H-indazole

1-[3-chloro-4-(methyloxy)phenyl]-4-[(phenylmethyl)oxy]-1H-indazole

AG₀₃₅₀₂₉

1-(3,5-difluoro-4-hydroxyphenyl)-1H-indazol-4-ol

Refernces

• 1、 Saenz, James,Mitchell, Mark,Bahmanyar, Sami,Stankovic, Nebojsa,Perry, Michael,Craig-Woods, Bridgette,Kline, Billie,Yu, Shu,Albizati, Kim. "Process development and scale-up of AG035029". . p. 30 - 38. Retrieved 2012/12/26.
• 2、 Shoji, Yoshimichi,Hari, Yoshiyuki,Aoyama, Toyohiko. "Facile synthesis of 3-trimethylsilylindazoles by [3+2]cycloaddition reaction of lithium trimethylsilyldiazomethane with benzynes". . p. 1769 - 1771. Retrieved 2007/10/03.