(betaR)-beta-Cyclopentyl-4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazole-1-propanenitrile (2Z)-2-butenedioate

Base Information

• Chemical Name: (betaR)-beta-Cyclopentyl-4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazole-1-propanenitrile (2Z)-2-butenedioate
• CAS No.: 1092939-15-5
• Molecular Formula: C17H18N6.C4H4O4
• Molecular Weight: 422.44
• Mol file: 1092939-15-5.mol

Synonyms:(betaR)-beta-Cyclopentyl-4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazole-1-propanenitrile maleate;(betaR)-beta-Cyclopentyl-4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazole-1-propanenitrile (2Z)-2-butenedioate;

Chemical Property of (betaR)-beta-Cyclopentyl-4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazole-1-propanenitrile (2Z)-2-butenedioate

Chemical Property:

• PSA: 157.78000
• LogP: 3.17818

Purity/Quality:

98%min ^*data from raw suppliers

RUXOLITINIB MALATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (betaR)-beta-Cyclopentyl-4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazole-1-propanenitrile (2Z)-2-butenedioate

There total 6 articles about (betaR)-beta-Cyclopentyl-4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazole-1-propanenitrile (2Z)-2-butenedioate 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:

(3R)-3-cyclopentyl-3-[4-(7-[2-(trimethylsilyl)ethoxy]methyl-7H-pyrrolo[2,3-d]-pyrimidin-4-yl)-1H-pyrazol-1-yl]propanenitrile (941685-40-1) + maleic acid (110-16-7,26099-09-2) → (3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]propanenitrile maleic acid (1092939-15-5)

Guidance literature:

With sulfuric acid; In isopropyl alcohol; at 20 ℃; for 2.5h;

Reference yield:

ruxolitinib (941678-49-5,941685-37-6) + maleic acid (110-16-7,26099-09-2) → (3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]propanenitrile maleic acid (1092939-15-5)

Guidance literature:

In isopropyl alcohol; at 20 ℃; for 2.5h; Heating / reflux;

Reference yield:

4-(1H-pyrazol-4-yl)-7-((2-trimethylsilanylethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine (941685-27-4) → (3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]propanenitrile maleic acid (1092939-15-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 20 °C

2: ethanol; hexane / Resolution of racemate

3: trifluoroacetic acid / dichloromethane / 6 h

4: isopropyl alcohol / 20 °C / Heating

With 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; In ethanol; hexane; dichloromethane; isopropyl alcohol; acetonitrile;

upstream raw materials:

ruxolitinib

maleic acid

4-(1H-pyrazol-4-yl)-7-((2-trimethylsilanylethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine

3-cyclopentyl-acrylonitrile