1-(2-(pyrrolidin-1-yl)ethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

Base Information

• Chemical Name: 1-(2-(pyrrolidin-1-yl)ethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
• CAS No.: 1000802-52-7
• Molecular Formula: C15H26BN3O2
• Molecular Weight: 291.201
• Hs Code.: 2934999090
• Mol file: 1000802-52-7.mol

Synonyms:1-(2-(pyrrolidin-1-yl)ethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole;1-[2-(1-Pyrrolidinyl)ethyl]-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole;1-[2-(pyrrolidin-1-yl)ethyl]-4-(tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole;1H-Pyrazole, 1-[2-(1-pyrrolidinyl)ethyl]-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-

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

Chemical Property:

• Boiling Point: 416.9±25.0 °C(Predicted)
• PKA: 9.83±0.20(Predicted)
• PSA: 39.52000
• Density: 1.11±0.1 g/cm3(Predicted)
• LogP: 1.21600
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

98%min ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

There total 1 articles about 1-(2-(pyrrolidin-1-yl)ethyl)-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: 50.1%

pyrazole-4-boronic acid pinacol ester (269410-08-4) + 1-(2-chloroethyl)pyrrolidine hydrochloride (7250-67-1) → 1-[2-(pyrrolidin-1-yl)ethyl]-4-(4,4,5,5- tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (1000802-52-7)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 6h;

Reference yield: 59.0%

1-[2-(pyrrolidin-1-yl)ethyl]-4-(4,4,5,5- tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (1000802-52-7) + N-[(1R)-1-(3-bromophenyl)ethyl]-6,7-dimethoxy-2-methylquinazolin-4-amine → 6,7-dimethoxy-2-methyl-N-[(1R)-1-(3-{1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrazol-4-yl}phenyl)ethyl]quinazolin-4-amine

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 1,4-dioxane; water; at 110 ℃; Inert atmosphere;

Reference yield: 51.34%

1-[2-(pyrrolidin-1-yl)ethyl]-4-(4,4,5,5- tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (1000802-52-7) + N-(3-((7-bromo-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl)oxy)phenyl)acrylamide → N-(3-((7-(1-(2-(pyrrolidin-1-yl)ethyl)-1H-pyrazol-4-yl)-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl)oxy)phenyl)acrylamide

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate; In 1,4-dioxane; water; at 100 ℃; for 8h; Inert atmosphere;

upstream raw materials:

pyrazole-4-boronic acid pinacol ester

1-(2-chloroethyl)pyrrolidine hydrochloride

Downstream raw materials:

6-cyclopropyl-2-(3-{5-[1-(2-pyrrolidin-1-ylethyl)-1H-pyrazol-4-yl]pyrimidin-2-yl}benzyl)-2H-pyridazin-3-one

3-{1-[2-(3-{5-[1-(2-pyrrolidin-1-ylethyl)-1H-pyrazol-4-yl]-pyrimidin-2-yl}phenyl)acetyl]-4,5-dihydro-1H-pyrazol-3-yl}benzonitrile

1-[3-(2,5-dichlorophenyl)-4,5-dihydropyrazol-1-yl]-2-(3-{5-[1-(2-pyrrolidin-1-ylethyl)-1H-pyrazol-4-yl]pyrimidin-2-yl}phenyl)ethan-1-one

2-(5-chloro-2-fluoro-phenyl)-4-{5-[1-(2-pyrrolidin-1-yl-ethyl)-1H-pyrazol-4-yl]-pyridin-3-yl}-[1,8]naphthyridine

Refernces

• 1、 Chen, Yunzhong,Du, Yijie,Duan, Yanhong,Gu, Xiaofan,Li, Hongyu,Ma, Mingliang,Ren, Ziwei,Wang, Haili,Wang, Shuting,Xi, Jianbei,Zhang, Xiongwen,Zhu, Tong. "Design, synthesis, and structure activity relationship (SAR) studies of novel imidazo[1,2-a] pyridine derivatives as Nek2 inhibitors". . . Retrieved 2020/10/02.
• 2、 -. "HETEROARYL COMPOUNDS AND PHARMACEUTICAL APPLICATIONS THEREOF". Paragraph 00719. . Retrieved 2016/01/25.