4-nitro-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazole

Base Information

• Chemical Name: 4-nitro-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazole
• CAS No.: 1260160-79-9
• Molecular Formula: C₉H₁₇N₃O₃Si
• Molecular Weight: 243.338
• Mol file: 1260160-79-9.mol

Synonyms:4-nitro-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazole

Chemical Property of 4-nitro-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazole

Chemical Property:

• Boiling Point: 317.9±27.0 °C(Predicted)
• PKA: -2?+-.0.10(Predicted)
• Density: 1.14±0.1 g/cm3(Predicted)

Purity/Quality:

99% ^*data from raw suppliers

4-Nitro-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazole 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-nitro-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazole

There total 1 articles about 4-nitro-1-((2-(trimethylsilyl)ethoxy)methyl)-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: 99.0%

4-nitro-1H-pyrazole (2075-46-9) + (2-trimethylethylsilylethoxy)methyl chloride (76513-69-4) → 4-nitro-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazole (1260160-79-9)

Guidance literature:

4-nitro-1H-pyrazole; With sodium hydride; In tetrahydrofuran; mineral oil; at 20 ℃; for 0.166667h; Cooling with ice;

(2-trimethylethylsilylethoxy)methyl chloride; In tetrahydrofuran; mineral oil; at 20 ℃; for 1.5h;

Reference yield: 98.0%

4-nitro-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazole (1260160-79-9) + 1-chloro-2-fluoro-3-iodo-4-methoxybenzene (1402004-77-6) → C16H21ClFN3O4Si

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; zinc(II) chloride; lithium hexamethyldisilazane; In tetrahydrofuran; at 25 ℃; for 16h;

DOI:10.1016/j.bmcl.2019.04.008

Reference yield: 89.0%

4-nitro-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazole (1260160-79-9) + 2-bromo-4-chloroanisole (60633-25-2) → 3-(5-chloro-2-methoxyphenyl)-4-nitro-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazole (1260168-96-4)

Guidance literature:

With potassium carbonate; Trimethylacetic acid; palladium diacetate; catacxium A; In N,N-dimethyl acetamide; at 120 ℃; for 6h; Inert atmosphere;

upstream raw materials:

4-nitro-1H-pyrazole

(2-trimethylethylsilylethoxy)methyl chloride

Downstream raw materials:

3-(5-chloro-2-methoxyphenyl)-4-nitro-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazole

3-(5-chloro-2-methoxyphenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazol-4-amine

N-(5-(5-chloro-2-methoxyphenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrimidine-3-carboxamide

5-(5-chloro-2-methoxyphenyl)-4-nitro-1-((2-(trimethylsilyl)-ethoxy)methyl)-1H-pyrazole

Refernces

• 1、 -. "Alkynyl pyrimidine or alkynyl pyridine compound as well as composition and application thereof". Paragraph 0109-0111. . Retrieved 2020/08/18.
• 2、 Zak, Mark,Hanan, Emily J.,Lupardus, Patrick,Brown, David G.,Robinson, Colin,Siu, Michael,Lyssikatos, Joseph P.,Romero, F. Anthony,Zhao, Guiling,Kellar, Terry,Mendonca, Rohan,Ray, Nicholas C.,Goodacre, Simon C.,Crackett, Peter H.,McLean, Neville,Hurley, Christopher A.,Yuen, Po-wai,Cheng, Yun-Xing,Liu, Xiongcai,Liimatta, Marya,Kohli, Pawan Bir,Nonomiya, Jim,Salmon, Gary,Buckley, Gerry,Lloyd, Julia,Gibbons, Paul,Ghilardi, Nico,Kenny, Jane R.,Johnson, Adam. "Discovery of a class of highly potent Janus Kinase 1/2 (JAK1/2) inhibitors demonstrating effective cell-based blockade of IL-13 signaling". supporting information. p. 1522 - 1531. Retrieved 2019/04/25.