4-bromo-3-methyl-N-(3-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-yl)phenyl)benzamide

Base Information

• Chemical Name: 4-bromo-3-methyl-N-(3-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-yl)phenyl)benzamide
• CAS No.: 1428155-45-6
• Molecular Formula: C₂₄H₂₂BrN₅O₂
• Molecular Weight: 492.375
• Mol file: 1428155-45-6.mol

Synonyms:4-bromo-3-methyl-N-(3-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-yl)phenyl)benzamide

Chemical Property of 4-bromo-3-methyl-N-(3-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-yl)phenyl)benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-bromo-3-methyl-N-(3-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-yl)phenyl)benzamide

There total 4 articles about 4-bromo-3-methyl-N-(3-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-yl)phenyl)benzamide 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: 99.0%

3-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-yl)aniline (1428155-06-9) + 4-bromo-3-methylbenzoic acid (7697-28-1) → 4-bromo-3-methyl-N-(3-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-yl)phenyl)benzamide (1428155-45-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; HATU; In dichloromethane; at 0 - 20 ℃; for 3h; Inert atmosphere;

DOI:10.1016/j.ejmech.2012.06.005

Reference yield:

6-chloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purine (7306-68-5) → 4-bromo-3-methyl-N-(3-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-yl)phenyl)benzamide (1428155-45-6)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,4-dioxane / 15 h / 100 °C / Inert atmosphere; Sealed tube

2: ammonium chloride; iron / water; ethanol / 2 h / 90 °C

3: N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; iron; potassium carbonate; ammonium chloride; N-ethyl-N,N-diisopropylamine; HATU; In 1,4-dioxane; ethanol; dichloromethane; water; 1: |Suzuki Coupling;

DOI:10.1016/j.ejmech.2012.06.005

Reference yield:

6-(3-nitrophenyl)-9-(tetrahydro-2H-pyran-2-yl)-9H-purine (1428155-05-8) → 4-bromo-3-methyl-N-(3-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-yl)phenyl)benzamide (1428155-45-6)

Guidance literature:

Multi-step reaction with 2 steps

1: ammonium chloride; iron / water; ethanol / 2 h / 90 °C

2: N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

With iron; ammonium chloride; N-ethyl-N,N-diisopropylamine; HATU; In ethanol; dichloromethane; water;

DOI:10.1016/j.ejmech.2012.06.005

upstream raw materials:

6-chloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purine

3-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-yl)aniline

4-bromo-3-methylbenzoic acid

m-nitrobenzene boronic acid

Downstream raw materials:

C₁₉H₁₄BrN₅O