N-(5-Bromopyrazin-2-YL)-2,6-difluorobenzamide

Base Information

• Chemical Name: N-(5-Bromopyrazin-2-YL)-2,6-difluorobenzamide
• CAS No.: 1028700-78-8
• Molecular Formula: C₁₁H₆BrF₂N₃O
• Molecular Weight: 314.089
• DSSTox Substance ID: DTXSID10697006
• Wikidata: Q82626814
• Mol file: 1028700-78-8.mol

Synonyms:1028700-78-8;N-(5-BROMOPYRAZIN-2-YL)-2,6-DIFLUOROBENZAMIDE;N-(5-bromo-pyrazin-2-yl)-2,6-difluorobenzamide;SCHEMBL1701211;DTXSID10697006;RTNQYFBXQHVTOA-UHFFFAOYSA-N;AKOS014901578;N-(5-Bromopyrazine-2-yl)-2,6-difluorobenzamide;A800634;N-(5-bromo-pyrazin-2-yl)-2,6-difluoro-benzamide;N-(5-bromopyrazin-2-yl)-2,6-difluoro-benzamide

Chemical Property of N-(5-Bromopyrazin-2-YL)-2,6-difluorobenzamide

Chemical Property:

• Boiling Point: 321.6±42.0 °C(Predicted)
• Density: 1.751±0.06 g/cm3(Predicted)
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 312.96623
• Heavy Atom Count: 18
• Complexity: 298

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)F)C(=O)NC2=CN=C(C=N2)Br)F

Technology Process of N-(5-Bromopyrazin-2-YL)-2,6-difluorobenzamide

There total 1 articles about N-(5-Bromopyrazin-2-YL)-2,6-difluorobenzamide 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: 85.0%

5-amino-2-bromopyrazine (59489-71-3) + 2,6-difluorobenzoylchloride (18063-02-0) → N-(5-bromopyrazin-2-yl)-2,6-difluorobenzamide (1028700-78-8)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 15h; Inert atmosphere;

Reference yield: 78.0%

N-(5-bromopyrazin-2-yl)-2,6-difluorobenzamide (1028700-78-8) + 2-(2,2-difluoro-6-methylbenzo[d][1,3]dioxol-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1345119-65-4) → N-(5-(2,2-difluoro-6-methylbenzo[d][1,3]dioxol-5-yl)pyrazin-2-yl)-2,6-difluorobenzamide (1345119-59-6)

Guidance literature:

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; water; acetonitrile; at 80 ℃; for 1.5h; Inert atmosphere;

Reference yield: 52.0%

N-(5-bromopyrazin-2-yl)-2,6-difluorobenzamide (1028700-78-8) + 4,4-dimethyl-2-(4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-4,5-dihydrooxazole (1373940-28-3) → N-(5-(5-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)-2-methylphenyl)-pyrazin-2-yl)-2,6-difluorobenzamide (1373938-63-6)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; In 1,4-dioxane; water; at 100 ℃; for 24h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.1c01403

upstream raw materials:

5-amino-2-bromopyrazine

2,6-difluorobenzoylchloride

Downstream raw materials:

N-(5-(2,2-difluoro-6-methylbenzo[d][1,3]dioxol-5-yl)pyrazin-2-yl)-2,6-difluorobenzamide

N-(5-(5-(5,5-dimethyl-4-oxo-4,5-dihydroisoxazol-3-yl)-2-methylphenyl)pyrazin-2-yl)-2,6-difluorobenzamide

N-(5-(5-(5,5-dimethyl-4-hydroxy-4,5-dihydroisoxazol-3-yl)-2-methylphenyl)pyrazine-2-yl)-2,6-difluorobenzamide

N-(5-(5-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)-2-methylphenyl)-pyrazin-2-yl)-2,6-difluorobenzamide