5-Bromo-1-(tetrahydro-2H-pyran-2-YL)-1H-indazole

Base Information

• Chemical Name: 5-Bromo-1-(tetrahydro-2H-pyran-2-YL)-1H-indazole
• CAS No.: 478828-53-4
• Molecular Formula: C₁₂H₁₃BrN₂O
• Molecular Weight: 281.152
• European Community (EC) Number: 872-531-3
• Mol file: 478828-53-4.mol

Synonyms:478828-53-4;5-BROMO-1-(TETRAHYDRO-2H-PYRAN-2-YL)-1H-INDAZOLE;5-Bromo-1-(2-tetrahydropyranyl)indazole;5-bromo-1-(oxan-2-yl)indazole;5-Bromo-1-(oxan-2-yl)-1H-indazole;MFCD12922964;SCHEMBL658009;SOSQXTINASWATM-UHFFFAOYSA-N;AS-67850;SY040042;CS-0035922;FT-0723962;W12349;5-bromo-1-(tetrahydro-pyran-2-yl)-1h-indazole;EN300-6490203;5-bromo-1-tetrahydro-2H-pyran-2-yl-1H-indazole;A914597

Chemical Property of 5-Bromo-1-(tetrahydro-2H-pyran-2-YL)-1H-indazole

Chemical Property:

• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 280.02113
• Heavy Atom Count: 16
• Complexity: 251

Purity/Quality:

98% ^*data from raw suppliers

5-Bromo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCOC(C1)N2C3=C(C=C(C=C3)Br)C=N2

Technology Process of 5-Bromo-1-(tetrahydro-2H-pyran-2-YL)-1H-indazole

There total 8 articles about 5-Bromo-1-(tetrahydro-2H-pyran-2-YL)-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: 98.2%

3,4-dihydro-2H-pyran (110-87-2) + 5-bromo-1H-indazole (53857-57-1) → 5-bromo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole (478828-53-4)

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; for 1h; regioselective reaction;

DOI:10.1021/jo9006656

Reference yield: 70.0%

3,4-dihydro-2H-pyran (110-87-2) + 4-bromoindazole (186407-74-9) → 5-bromo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole (478828-53-4)

Guidance literature:

With trifluoroacetic acid; In chloroform; for 6h; Reflux;

DOI:10.1016/j.bmc.2012.06.025

Reference yield: 70.0%

3,4-dihydro-2H-pyran (110-87-2) + 5-bromo-1H-indazole (53857-57-1) → 5-bromo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole (478828-53-4) + 5-bromo-2-(tetrahydro-2H-pyran-2-yl)-2H-indazole (1178903-21-3)

Guidance literature:

3,4-dihydro-2H-pyran; 5-bromo-1H-indazole; pyridinium p-toluenesulfonate; In dichloromethane; for 5h; Reflux;

With sodium hydrogencarbonate; In dichloromethane; water;

upstream raw materials:

3,4-dihydro-2H-pyran

5-bromo-1H-indazole

4-bromoindazole

o-toluidine

Downstream raw materials:

1H-indazole-5-carbonitrile

Refernces

• 1、 -. "HETEROCYCLIC CARBOXYLATE COMPOUNDS AS GLYCOLATE OXIDASE INHIBITORS". Page/Page column 109. . Retrieved 2021/05/07.
• 2、 -. "HETEROCYCLYLAMINO-SUBSTITUTED TRIAZOLES AS MODULATORS OF RHO-ASSOCIATED PROTEIN KINASE". Page/Page column 85-86. . Retrieved 2019/08/12.