3-{4-Chloro-3'-fluoro-3-methyl-6-[1-(9H-purin-6-ylamino)ethyl]biphenyl-2-yl}-1,3-oxazolidin-2-one

Base Information

• Chemical Name: 3-{4-Chloro-3'-fluoro-3-methyl-6-[1-(9H-purin-6-ylamino)ethyl]biphenyl-2-yl}-1,3-oxazolidin-2-one
• CAS No.: 1382992-89-3
• Molecular Formula: C₂₃H₂₀ClFN₆O₂
• Molecular Weight: 466.902
• Mol file: 1382992-89-3.mol

Synonyms:

Chemical Property of 3-{4-Chloro-3'-fluoro-3-methyl-6-[1-(9H-purin-6-ylamino)ethyl]biphenyl-2-yl}-1,3-oxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-{4-Chloro-3'-fluoro-3-methyl-6-[1-(9H-purin-6-ylamino)ethyl]biphenyl-2-yl}-1,3-oxazolidin-2-one

There total 5 articles about 3-{4-Chloro-3'-fluoro-3-methyl-6-[1-(9H-purin-6-ylamino)ethyl]biphenyl-2-yl}-1,3-oxazolidin-2-one 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:

1-(5-chloro-2-hydroxy-4-methyl-3-nitrophenyl)ethan-1-one (288401-07-0) → 3-{4-Chloro-3'-fluoro-3-methyl-6-[1-(9H-purin-6-ylamino)ethyl]biphenyl-2-yl}-1,3-oxazolidin-2-one (1382992-89-3)

Guidance literature:

Multi-step reaction with 6 steps

1.1: triethylamine / dichloromethane / 0.5 h / -78 - 20 °C

2.1: sodium hydrogencarbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; toluene / 2 h / 80 °C / Inert atmosphere

3.1: hydrogen / platinum on carbon / methanol

4.1: dmap / tetrahydrofuran / 20 °C

4.2: 2 h / 0 - 20 °C

5.1: methanol; ammonium acetate; sodium cyanoborohydride / acetonitrile / 65 °C / Sealed tube

6.1: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 90 °C / Inert atmosphere

With methanol; dmap; ammonium acetate; hydrogen; sodium cyanoborohydride; sodium hydrogencarbonate; triethylamine; N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; platinum on carbon; In tetrahydrofuran; methanol; dichloromethane; water; isopropyl alcohol; toluene; acetonitrile;

Reference yield:

1-(4-chloro-3'-fluoro-5-methyl-6-nitrobiphenyl-2-yl)ethanone (1312687-49-2) → 3-{4-Chloro-3'-fluoro-3-methyl-6-[1-(9H-purin-6-ylamino)ethyl]biphenyl-2-yl}-1,3-oxazolidin-2-one (1382992-89-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: hydrogen / platinum on carbon / methanol

2.1: dmap / tetrahydrofuran / 20 °C

2.2: 2 h / 0 - 20 °C

3.1: methanol; ammonium acetate; sodium cyanoborohydride / acetonitrile / 65 °C / Sealed tube

4.1: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 90 °C / Inert atmosphere

With methanol; dmap; ammonium acetate; hydrogen; sodium cyanoborohydride; N-ethyl-N,N-diisopropylamine; platinum on carbon; In tetrahydrofuran; methanol; isopropyl alcohol; acetonitrile;

Reference yield:

1-(5-chloro-2-methoxy-4-methyl-3-nitrophenyl)ethanone (685892-19-7) → 3-{4-Chloro-3'-fluoro-3-methyl-6-[1-(9H-purin-6-ylamino)ethyl]biphenyl-2-yl}-1,3-oxazolidin-2-one (1382992-89-3)

Guidance literature:

Multi-step reaction with 7 steps

1.1: boron tribromide / dichloromethane / -78 - 0 °C

1.2: 0 °C

2.1: triethylamine / dichloromethane / 0.5 h / -78 - 20 °C

3.1: sodium hydrogencarbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; toluene / 2 h / 80 °C / Inert atmosphere

4.1: hydrogen / platinum on carbon / methanol

5.1: dmap / tetrahydrofuran / 20 °C

5.2: 2 h / 0 - 20 °C

6.1: methanol; ammonium acetate; sodium cyanoborohydride / acetonitrile / 65 °C / Sealed tube

7.1: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 90 °C / Inert atmosphere

With methanol; dmap; ammonium acetate; hydrogen; boron tribromide; sodium cyanoborohydride; sodium hydrogencarbonate; triethylamine; N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; platinum on carbon; In tetrahydrofuran; methanol; dichloromethane; water; isopropyl alcohol; toluene; acetonitrile;

upstream raw materials:

1-(6-amino-4-chloro-3'-fluoro-5-methylbiphenyl-2-yl)ethanone

1-(5-chloro-2-hydroxy-4-methyl-3-nitrophenyl)ethan-1-one

1-(5-chloro-2-methoxy-4-methyl-3-nitrophenyl)ethanone

6-acetyl-4-chloro-3-methyl-2-nitrophenyl trifluoromethanesulfonate