Pyrazolo[1,5-a]pyrimidine-3-boronic acid pinacol ester

Base Information

• Chemical Name: Pyrazolo[1,5-a]pyrimidine-3-boronic acid pinacol ester
• CAS No.: 1169690-88-3
• Molecular Formula: C12H18BN3O3
• Molecular Weight: 263.10062
• Hs Code.: 2933998090
• Mol file: 1169690-88-3.mol

Synonyms:Pyrazolo[1,5-a]pyrimidine-3-boronic acid pinacol ester;3-(4,4,5,5-TetraMethyl-[1,3,2]dioxaborolan-2-yl)-pyrazolo[1,5-a]pyriMidine;3-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazolo[1,5-a]pyrimidine

Chemical Property of Pyrazolo[1,5-a]pyrimidine-3-boronic acid pinacol ester

Chemical Property:

• PKA: 0.34±0.30(Predicted)
• Density: 1.19±0.1 g/cm3(Predicted)
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

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

Pyrazolo[1,5-a]pyrimidine-3-boronicacidpinacolester 97.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Pyrazolo[1,5-a]pyrimidine-3-boronic acid pinacol ester

There total 1 articles about Pyrazolo[1,5-a]pyrimidine-3-boronic acid pinacol ester 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: 51.4%

3-bromopyrazolo[1,5-a]pyrimidine (55405-67-9) + bis(pinacol)diborane (73183-34-3) → 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazolo[1,5-a]pyrimidine (1169690-88-3)

Guidance literature:

With potassium acetate; bis-triphenylphosphine-palladium(II) chloride; In 1,4-dioxane; at 20 - 100 ℃;

Reference yield:

3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazolo[1,5-a]pyrimidine (1169690-88-3) + 2-bromo-N-[(dimethylamino)methylidene]-5-nitrobenzenesulfonamide → N-[(dimethylamino)methylidene]-5-nitro-2-(pyrazolo[1,5-a]pyrimidin-3-yl)benzenesulfonamide

Guidance literature:

With bis(triphenylphosphine)palladium(II) dichloride; potassium carbonate; triphenylphosphine; In propan-1-ol; water; at 80 ℃; for 4h; Inert atmosphere;

Reference yield:

3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazolo[1,5-a]pyrimidine (1169690-88-3) + 3-[1-(2-chloro-5-fluorophenyl)ethoxy]-5-bromo-2-aminopyridine (1346818-11-8) → 3-(1-(2-chloro-5-fluorophenyl)ethoxy)-5-(pyrazolo[1,5-a]pyrimidin-3-yl)pyridin-2-amine

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate; In water; toluene; at 80 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.bmcl.2020.127048

upstream raw materials:

3-bromopyrazolo[1,5-a]pyrimidine

bis(pinacol)diborane

Refernces

• 1、 -. "HETEROARYL IMIDAZOLONE DERIVATIVES AS JAK INHIBITORS". Page/Page column 177. . Retrieved 2012/01/06.