(R)-3-(4-broMo-1H-pyrazol-1-yl)-3-cyclopentylpropanenitrile

Base Information

• Chemical Name: (R)-3-(4-broMo-1H-pyrazol-1-yl)-3-cyclopentylpropanenitrile
• CAS No.: 1146629-83-5
• Molecular Formula: C11H14BrN3
• Molecular Weight: 268.156
• Hs Code.: 2933199090
• Mol file: 1146629-83-5.mol

Synonyms:(R)-3-(4-broMo-1H-pyrazol-1-yl)-3-cyclopentylpropanenitrile;1H-Pyrazole-1-propanenitrile, 4-broMo-b-cyclopentyl-, (bR)-;(betaR)-4-Bromo-beta-cyclopentyl-1H-pyrazole-1-propanenitrile

Chemical Property of (R)-3-(4-broMo-1H-pyrazol-1-yl)-3-cyclopentylpropanenitrile

Chemical Property:

• Boiling Point: 394.2±22.0 °C(Predicted)
• PKA: -0.17±0.10(Predicted)
• PSA: 41.61000
• Density: 1.51±0.1 g/cm3(Predicted)
• LogP: 3.29058

Purity/Quality:

99%min ^*data from raw suppliers

(R)-3-(4-BROMO-1H-PYRAZOL-1-YL)-3-CYCLOPENTYLPROPANENITRILE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-3-(4-broMo-1H-pyrazol-1-yl)-3-cyclopentylpropanenitrile

There total 18 articles about (R)-3-(4-broMo-1H-pyrazol-1-yl)-3-cyclopentylpropanenitrile 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: 98.0%

(R)-3-(4-bromo-1H-pyrazol-1-yl)-3-cyclopentylpropanamide → (R)-3-(4-bromo-1H-pyrazol-1-yl)-3-cyclopentylpropanecarbonitrile (1146629-83-5)

Guidance literature:

With phosphorus pentoxide; In tetrahydrofuran; at 70 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.0c01952

Reference yield: 84.3%

4-bromo-1H-pyrazole (2075-45-8) + (S)-3-cyclopentyl-3-hydroxypropionitrile → (R)-3-(4-bromo-1H-pyrazol-1-yl)-3-cyclopentylpropanecarbonitrile (1146629-83-5)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 - 35 ℃; for 5h; Temperature; Solvent; Concentration; Inert atmosphere;

Reference yield: 82.6%

(3R)-3-(4-amino-1H-pyrazol-1-yl)-3-cyclopentylpropionitrile → (R)-3-(4-bromo-1H-pyrazol-1-yl)-3-cyclopentylpropanecarbonitrile (1146629-83-5)

Guidance literature:

(3R)-3-(4-amino-1H-pyrazol-1-yl)-3-cyclopentylpropionitrile; With hydrogen bromide; sodium nitrite; In water; at 0 - 5 ℃; for 1h;

With hydrogen bromide; acetic acid; copper(I) bromide; In water; at 20 - 65 ℃; for 3h; Temperature;

upstream raw materials:

(3R)-3-(4-bromo-1H-pyrazol-1-yl)-3-cyclopentylpropanal

cyclopentylallene

methyl cyclopentane carboxylate

4-bromo-1H-pyrazole

Downstream raw materials:

(3R)-3-cyclopentyl-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]propanenitrile

ruxolitinib

Refernces

• 1、 -. "Preparation method of ruxolitinib intermediate (3R)-3-(4-Br-1H-pyrazole-1-yl)-cyclopentyl propanenitrile". . . Retrieved 2018/03/26.
• 2、 -. "Preparation methods of JAK inhibitor and salt thereof". . . Retrieved 2018/03/24.