1-(Tetrahydro-2H-pyran-4-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

Base Information

• Chemical Name: 1-(Tetrahydro-2H-pyran-4-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
• CAS No.: 1040377-03-4
• Molecular Formula: C14H23BN2O3
• Molecular Weight: 278.159
• Hs Code.: 2934999090
• Mol file: 1040377-03-4.mol

Synonyms:1-(Tetrahydro-pyran-4-yl)-1H-pyrazole-4-Boronic acid pinacol ester; 1-(oxan-4-yl)-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

Chemical Property of 1-(Tetrahydro-2H-pyran-4-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

Chemical Property:

• Appearance/Colour: white solid
• Melting Point: 113.0 to 117.0 °C
• Boiling Point: 413.8±35.0 °C(Predicted)
• PKA: 2.70±0.19(Predicted)
• PSA: 45.51000
• Density: 1.16
• LogP: 1.53380
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-(Oxan-4-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-(Tetrahydro-2H-pyran-4-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

There total 7 articles about 1-(Tetrahydro-2H-pyran-4-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole 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: 81.0%

4-iodo-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazole (1175274-93-7) + bis(pinacol)diborane (73183-34-3) → 1-(tetrahydro-2H-pyran-4-yl)-4-(4,4,5,5 -tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (1040377-03-4)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In dimethyl sulfoxide; at 80 ℃; for 2h; Inert atmosphere;

Reference yield: 81.0%

→ 1-(tetrahydro-2H-pyran-4-yl)-4-(4,4,5,5 -tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (1040377-03-4)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In dimethyl sulfoxide; at 80 ℃; for 2h; Inert atmosphere;

Reference yield: 80.0%

pyrazole-4-boronic acid pinacol ester (269410-08-4) + 4-oxanyl methanesulfonate (134419-59-3) → 1-(tetrahydro-2H-pyran-4-yl)-4-(4,4,5,5 -tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (1040377-03-4)

Guidance literature:

In acetonitrile; at 90 ℃; for 2h;

upstream raw materials:

4-bromo-1-(tetrahydro-2H-pyran-4-yl)- 1H-pyrazole

bis(pinacol)diborane

4-iodo-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazole

pyrazole-4-boronic acid pinacol ester

Refernces

• 1、 -. "AMINOPYRAZINE COMPOUNDS AS HPK1 INHIBITOR AND THE USE THEREOF". Page/Page column 94; 139. . Retrieved 2021/02/26.
• 2、 -. "Quinoline Derivatives and Their Use as ALK and ALK L1196M Inhibitors". . . Retrieved 2019/05/04.