trans-1‘-(6-amino-5-fluoropyrimidin-4-yl)-3-((3-chloro-5-(trifluoromethyl)phenyl)amino)-2-oxo-[1,3‘-bipiperidine]-4’-carboxamide

Base Information

• Chemical Name: trans-1‘-(6-amino-5-fluoropyrimidin-4-yl)-3-((3-chloro-5-(trifluoromethyl)phenyl)amino)-2-oxo-[1,3‘-bipiperidine]-4’-carboxamide
• CAS No.: 1510829-06-7
• Molecular Formula: C₂₂H₂₄ClF₄N₇O₂
• Molecular Weight: 529.925

Synonyms:

Chemical Property of trans-1‘-(6-amino-5-fluoropyrimidin-4-yl)-3-((3-chloro-5-(trifluoromethyl)phenyl)amino)-2-oxo-[1,3‘-bipiperidine]-4’-carboxamide

Chemical Property:

• Boiling Point: 776.0±60.0 °C(Predicted)
• Density: 1.509±0.06 g/cm3(Predicted)

Purity/Quality:

99%, ^*data from raw suppliers

Vecabrutinib ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Vecabrutinib is used in biological studies of Burton’s Tyrosine Kinase (BTK) inhibitors.

Technology Process of trans-1‘-(6-amino-5-fluoropyrimidin-4-yl)-3-((3-chloro-5-(trifluoromethyl)phenyl)amino)-2-oxo-[1,3‘-bipiperidine]-4’-carboxamide

There total 87 articles about trans-1‘-(6-amino-5-fluoropyrimidin-4-yl)-3-((3-chloro-5-(trifluoromethyl)phenyl)amino)-2-oxo-[1,3‘-bipiperidine]-4’-carboxamide 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: 83.0%

6-chloro-5-fluoropyrimidin-4-ylamine (851984-15-1) + trans-3-((3-chloro-5-(trifluoromethyl)phenyl)amino)-2-oxo-[1,3'-bipiperidine]-4'-carboxamide → trans-1'-(6-amino-5-fluoropyrimidin-4-yl)-3-((3-chloro-5-(trifluoromethyl)phenyl)amino)-2-oxo-[1,3'-bipiperidine]-4'-carboxamide (1510829-06-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In butan-1-ol; at 120 ℃; for 16h;

Reference yield: 83.0%

6-chloro-5-fluoropyrimidin-4-ylamine (851984-15-1) + trans-3-((3-chloro-5-(trifluoromethyl)phenyl)amino)-2-oxo-[1,3’-bipiperidine]-4’-carboxamide → trans-1‘-(6-amino-5-fluoropyrimidin-4-yl)-3-((3-chloro-5-(trifluoromethyl)phenyl)amino)-2-oxo-[1,3‘-bipiperidine]-4’-carboxamide (1510829-06-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In butan-1-ol; at 120 ℃; for 16h;

Reference yield:

trans-1'-(6-amino-5-fluoropyrimidin-4-yl)-3-((3-chloro-5-(trifluoromethyl)phenyl)amino)-2-oxo-[1,3'-bipiperidine]-4'-carboxamide (1510829-06-7) → (3R,3'R,4‘S)-1‘-(6-amino-5-fluoropyrimidin-4-yl)-3-((3-chloro-5-(trifluoromethyl)phenyl)amino)-2-oxo-[1,3‘-bipiperidine]-4’-carboxamide (1510829-06-7) + (3S,3'R,4‘S)-1‘-(6-amino-5-fluoropyrimidin-4-yl)-3-((3-chloro-5-(trifluoromethyl)phenyl)amino)-2-oxo-[1,3‘-bipiperidine]-4’-carboxamide (1510829-06-7) + (3S,3'S,4‘R)-1‘-(6-amino-5-fluoropyrimidin-4-yl)-3-((3-chloro-5-(trifluoromethyl)phenyl)amino)-2-oxo-[1,3‘-bipiperidine]-4’-carboxamide (1510829-06-7) + (3R,3'S,4‘R)-1‘-(6-amino-5-fluoropyrimidin-4-yl)-3-((3-chloro-5-(trifluoromethyl)phenyl)amino)-2-oxo-[1,3‘-bipiperidine]-4’-carboxamide (1510829-06-7)

Guidance literature:

With carbon dioxide; N-ethyl-N,N-diisopropylamine; In ethanol; under 75007.5 Torr; Resolution of racemate;

upstream raw materials:

ethyl 1-tert-butoxycarbonyl-3-oxopiperidine-4-carboxylate

5-[(1S)-1-phenyl-ethylamino]-3,6-dihydro-2H-pyridine-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester

ethyl 1-benzyl-3-oxo-4-piperidinecarboxylate

6-chloro-5-fluoropyrimidin-4-ylamine

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