2-[1-[2-(4-methoxy-7-pyrazin-2-yl-1H-pyrrolo[2,3-c]pyridin-3-yl)-2-oxo-acetyl]-4-piperidylidene]-2-phenyl-acetonitrile

Base Information

• Chemical Name: 2-[1-[2-(4-methoxy-7-pyrazin-2-yl-1H-pyrrolo[2,3-c]pyridin-3-yl)-2-oxo-acetyl]-4-piperidylidene]-2-phenyl-acetonitrile
• CAS No.: 676489-50-2
• Molecular Formula: C₂₇H₂₂N₆O₃
• Molecular Weight: 478.51
• UNII: 8JA2DQK7ZW
• Mol file: 676489-50-2.mol

Synonyms:BMS-599793

Chemical Property of 2-[1-[2-(4-methoxy-7-pyrazin-2-yl-1H-pyrrolo[2,3-c]pyridin-3-yl)-2-oxo-acetyl]-4-piperidylidene]-2-phenyl-acetonitrile

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 478.17533859
• Heavy Atom Count: 36
• Complexity: 896

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CN=C(C2=C1C(=CN2)C(=O)C(=O)N3CCC(=C(C#N)C4=CC=CC=C4)CC3)C5=NC=CN=C5

Technology Process of 2-[1-[2-(4-methoxy-7-pyrazin-2-yl-1H-pyrrolo[2,3-c]pyridin-3-yl)-2-oxo-acetyl]-4-piperidylidene]-2-phenyl-acetonitrile

There total 6 articles about 2-[1-[2-(4-methoxy-7-pyrazin-2-yl-1H-pyrrolo[2,3-c]pyridin-3-yl)-2-oxo-acetyl]-4-piperidylidene]-2-phenyl-acetonitrile 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: 84.0%

2-(4-methoxy-7-(pyrazin-2-yl)-1H-pyrrolo[2,3-c]-pyridin-3-yl)-2-oxoethanoic acid (676491-51-3) + phenyl(piperidin-4-ylidene)acetonitrile (676490-69-0) → 2-(1-(2-(4-methoxy-7-(pyrazin-2-yl)-1H-pyrrolo[2,3-c]-pyridin-3-yl)-2-oxoethanoyl)piperidin-4-ylidene)-2-phenylethanenitrile (676489-50-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 25 ℃; Concentration;

DOI:10.1021/op400012p

Reference yield: 71.0%

2-(4-methoxy-7-(pyrazin-2-yl)-1H-pyrrolo[2,3-c]-pyridin-3-yl)-2-oxoethanoic acid (676491-51-3) + C13H14N2*ClH (148096-23-5) → 2-(1-(2-(4-methoxy-7-(pyrazin-2-yl)-1H-pyrrolo[2,3-c]-pyridin-3-yl)-2-oxoethanoyl)piperidin-4-ylidene)-2-phenylethanenitrile (676489-50-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 19 - 27 ℃; for 3.66h;

Reference yield:

C23H19ClN4O3 (676489-48-8) + (2-pyrazinyl)tributyltin → 2-(1-(2-(4-methoxy-7-(pyrazin-2-yl)-1H-pyrrolo[2,3-c]-pyridin-3-yl)-2-oxoethanoyl)piperidin-4-ylidene)-2-phenylethanenitrile (676489-50-2)

Guidance literature:

tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; at 150 ℃; for 5h;

upstream raw materials:

C₂₃H₁₉ClN₄O₃

2-(4-methoxy-7-(pyrazin-2-yl)-1H-pyrrolo[2,3-c]-pyridin-3-yl)-2-oxoethanoic acid

C₁₃H₁₄N₂*ClH

phenyl(piperidin-4-ylidene)acetonitrile