N-{1-[5-fluoro-2-methoxy-6-methyl-4'-(methylsulfonyl)biphenyl-3-yl]ethyl}-9H-purin-6-amine

Base Information

• Chemical Name: N-{1-[5-fluoro-2-methoxy-6-methyl-4'-(methylsulfonyl)biphenyl-3-yl]ethyl}-9H-purin-6-amine
• CAS No.: 1382993-96-5
• Molecular Formula: C₂₂H₂₂FN₅O₃S
• Molecular Weight: 455.513
• Mol file: 1382993-96-5.mol

Synonyms:N-{1-[5-fluoro-2-methoxy-6-methyl-4'-(methylsulfonyl)biphenyl-3-yl]ethyl}-9H-purin-6-amine

Chemical Property of N-{1-[5-fluoro-2-methoxy-6-methyl-4'-(methylsulfonyl)biphenyl-3-yl]ethyl}-9H-purin-6-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-{1-[5-fluoro-2-methoxy-6-methyl-4'-(methylsulfonyl)biphenyl-3-yl]ethyl}-9H-purin-6-amine

There total 8 articles about N-{1-[5-fluoro-2-methoxy-6-methyl-4'-(methylsulfonyl)biphenyl-3-yl]ethyl}-9H-purin-6-amine 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: 66.0%

N-[1-(3-bromo-5-fluoro-2-methoxy-4-methylphenyl)ethyl]-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine (1382996-53-3) + 4-methanesulphonylphenylboronic acid (149104-88-1) → N-{1-[5-fluoro-2-methoxy-6-methyl-4'-(methylsulfonyl)biphenyl-3-yl]ethyl}-9H-purin-6-amine (1382993-96-5)

Guidance literature:

N-[1-(3-bromo-5-fluoro-2-methoxy-4-methylphenyl)ethyl]-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine; 4-methanesulphonylphenylboronic acid; With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; water; at 80 ℃; Microwave; Inert atmosphere;

With hydrogenchloride; water; In 1,4-dioxane; for 0.5h;

Reference yield:

6-bromopurine (767-69-1) → N-{1-[5-fluoro-2-methoxy-6-methyl-4'-(methylsulfonyl)biphenyl-3-yl]ethyl}-9H-purin-6-amine (1382993-96-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: toluene-4-sulfonic acid / chloroform / 1 h / 0 - 20 °C

2.1: N-ethyl-N,N-diisopropylamine / ethanol / 1 h / 95 °C

3.1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 80 °C / Microwave; Inert atmosphere

3.2: 0.5 h

With potassium carbonate; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; ethanol; chloroform; water;

Reference yield:

4-fluoro-3-methylphenol (452-70-0) → N-{1-[5-fluoro-2-methoxy-6-methyl-4'-(methylsulfonyl)biphenyl-3-yl]ethyl}-9H-purin-6-amine (1382993-96-5)

Guidance literature:

Multi-step reaction with 7 steps

1.1: triethylamine / dichloromethane / 0 °C

2.1: boron trifluoride diacetate / 14 h / 155 °C

2.2: 0 °C

3.1: N-Bromosuccinimide / ethyl acetate / 18 h / 20 °C

4.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 60 °C

5.1: methanol; ammonium acetate; sodium cyanoborohydride / acetonitrile / 3 h / 65 °C

6.1: N-ethyl-N,N-diisopropylamine / ethanol / 1 h / 95 °C

7.1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 80 °C / Microwave; Inert atmosphere

7.2: 0.5 h

With methanol; N-Bromosuccinimide; ammonium acetate; boron trifluoride diacetate; sodium cyanoborohydride; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

6-bromopurine

4-fluoro-3-methylphenol

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

1-(3-bromo-5-fluoro-2-methoxy-4-methylphenyl)ethanamine trifluoroacetate