2-(tetrahydro-2H-pyran-2-yl)-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-2H-indazole

Base Information

• Chemical Name: 2-(tetrahydro-2H-pyran-2-yl)-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-2H-indazole
• CAS No.: 1146955-35-2
• Molecular Formula: C18H25BN2O3
• Molecular Weight: 328.219
• Hs Code.: 2933998090
• Mol file: 1146955-35-2.mol

Synonyms:2-(tetrahydro-2H-pyran-2-yl)-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-2H-indazole

Chemical Property of 2-(tetrahydro-2H-pyran-2-yl)-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-2H-indazole

Chemical Property:

• Boiling Point: 497.8±35.0 °C(Predicted)
• PKA: 0.79±0.30(Predicted)
• Density: 1.19±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

2-(Tetrahydro-2H-pyran-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-indazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(tetrahydro-2H-pyran-2-yl)-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-2H-indazole

There total 11 articles about 2-(tetrahydro-2H-pyran-2-yl)-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-2H-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: 85.0%

3,4-dihydro-2H-pyran (110-87-2) + 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole (885618-33-7) → 2-(tetrahydro-2H-pyran-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-indazole (1146955-35-2)

Guidance literature:

trifluoroacetic acid; In ethyl acetate;

Reference yield: 62.0%

4-bromo-2-(tetrahydro-2H-pyran-2-yl)-2H-indazole (1266386-31-5) + bis(pinacol)diborane (73183-34-3) → 2-(tetrahydro-2H-pyran-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-indazole (1146955-35-2)

Guidance literature:

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

DOI:10.1021/acsmedchemlett.5b00322

Reference yield: 53.0%

3,4-dihydro-2H-pyran (110-87-2) + 4-chloro-1H-indazole (13096-96-3) + bis(pinacol)diborane (73183-34-3) → 1-(tetrahydro-2H-pyran-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole (956388-05-9) + 2-(tetrahydro-2H-pyran-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-indazole (1146955-35-2)

Guidance literature:

3,4-dihydro-2H-pyran; 4-chloro-1H-indazole; With pyridinium p-toluenesulfonate; In n-heptane; toluene; at 40 ℃; for 11h; Inert atmosphere; Large scale;

bis(pinacol)diborane; With nickel(II) nitrate hexahydrate; triethylamine; triphenylphosphine; In methanol; at 0 - 25 ℃; for 3.5h; Inert atmosphere; Large scale;

DOI:10.1021/op3002992

upstream raw materials:

3,4-dihydro-2H-pyran

4-chloro-1H-indazole

bis(pinacol)diborane

4-chloro-1-(tetrahydro-2H-pyran-2-yl)-2H-indazole

Downstream raw materials:

C₂₈H₃₁N₇O₄

C₃₁H₃₀N₆O₅S

C₂₉H₃₃N₇O₄

4-(4-(benzylthio)-6-(2-(tetrahydro-2H-pyran-2-yl)-2H-indazol-4-yl)-1,3,5-triazin-2-yl)morpholine