5-Fluoro-2-[[(1S)-1-(4-fluorophenyl)ethyl]amino]-6-[(5-methyl-1H-pyrazol-3-yl)amino]-3-pyridinecarbonitrile

Base Information

• Chemical Name: 5-Fluoro-2-[[(1S)-1-(4-fluorophenyl)ethyl]amino]-6-[(5-methyl-1H-pyrazol-3-yl)amino]-3-pyridinecarbonitrile
• CAS No.: 905586-69-8
• Molecular Formula: C₁₈H₁₆F₂N₆
• Molecular Weight: 354.362
• Mol file: 905586-69-8.mol

Synonyms:5-Fluoro-2-[[(1S)-1-(4-fluorophenyl)ethyl]amino]-6-[(5-methyl-1H-pyrazol-3-yl)amino]-3-pyridinecarbonitrile

Chemical Property of 5-Fluoro-2-[[(1S)-1-(4-fluorophenyl)ethyl]amino]-6-[(5-methyl-1H-pyrazol-3-yl)amino]-3-pyridinecarbonitrile

Chemical Property:

• Boiling Point: 515.2±50.0 °C(Predicted)
• PKA: 13.42±0.10(Predicted)
• PSA: 95.88000
• Density: 1.37±0.1 g/cm3(Predicted)
• LogP: 3.02348
• Solubility.: Soluble in DMSO

Purity/Quality:

97% ^*data from raw suppliers

(S)-5-Fluoro-2-((1-(4-fluorophenyl)ethyl)amino)-6-((5-methyl-1H-pyrazol-3-yl)amino)nicotinonitrile 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Janus-associated kinases (JAKs) are cytoplasmic tyrosine kinases that are required for activating the signaling of certain cytokines and growth factor receptors. Many myeloproliferative diseases have been linked to a mutation in JAK2 where a switch from valine to phenylalanine occurs at the 617 position (V617F). Furthermore, constitutive activation of the JAK2 signaling pathway is associated with aggressive adult T cell leukemia/lymphoma. AZ 960 inhibits JAK2 with a Ki value of 0.45 nM in vitro. It can decrease STAT3/5 phosphorylation and inhibit cell proliferation in a SET-2 human megakaryoblastic cell line that is heterozygous for the JAK2 V617F mutation with a GI50 value of 33 nM. AZ 960 can also induce apoptosis in human T cell lymophotropic virus type 1-infected (IC50 = ~1 μM), which corresponds to a downregulation of phosphorylated forms of JAK2 and Bcl-2 family proteins.

Technology Process of 5-Fluoro-2-[[(1S)-1-(4-fluorophenyl)ethyl]amino]-6-[(5-methyl-1H-pyrazol-3-yl)amino]-3-pyridinecarbonitrile

There total 2 articles about 5-Fluoro-2-[[(1S)-1-(4-fluorophenyl)ethyl]amino]-6-[(5-methyl-1H-pyrazol-3-yl)amino]-3-pyridinecarbonitrile 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: 91.0%

2,5-difluoro-6-(5-methyl-1H-pyrazol-3-ylamino)nicotinonitrile (905587-21-5) + (S)-1-(4-Fluoro-phenyl)-ethylamine (66399-30-2) → AZ960 (905586-69-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In butan-1-ol; at 130 ℃; for 18h;

Reference yield:

(S)-1-(4-fluorophenyl)ethan-1-aminium chloride (321318-42-7,1419073-74-7) → AZ960 (905586-69-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In butan-1-ol; at 150 ℃; Microwave irradiation;

DOI:10.1016/j.bmcl.2011.03.053

upstream raw materials:

2,5-difluoro-6-(5-methyl-1H-pyrazol-3-ylamino)nicotinonitrile

(S)-1-(4-Fluoro-phenyl)-ethylamine

(S)-1-(4-fluorophenyl)ethan-1-aminium chloride