2-(5-amino-2-(4-methoxy-2-methylphenethyl)benzo[f][1,7]naphthyridin-8-yl)-1,1-difluoro-2-oxoethylphosphonic acid

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Chemical Name:2-(5-amino-2-(4-methoxy-2-methylphenethyl)benzo[f][1,7]naphthyridin-8-yl)-1,1-difluoro-2-oxoethylphosphonic acid
CAS No.:1258595-21-9
Molecular Formula:C₂₄H₂₂F₂N₃O₅P
Molecular Weight:501.426
Hs Code.:

Synonyms:2-(5-amino-2-(4-methoxy-2-methylphenethyl)benzo[f][1,7]naphthyridin-8-yl)-1,1-difluoro-2-oxoethylphosphonic acid

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Chemical Property of 2-(5-amino-2-(4-methoxy-2-methylphenethyl)benzo[f][1,7]naphthyridin-8-yl)-1,1-difluoro-2-oxoethylphosphonic acid

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Technology Process of 2-(5-amino-2-(4-methoxy-2-methylphenethyl)benzo[f][1,7]naphthyridin-8-yl)-1,1-difluoro-2-oxoethylphosphonic acid

There total 12 articles about 2-(5-amino-2-(4-methoxy-2-methylphenethyl)benzo[f][1,7]naphthyridin-8-yl)-1,1-difluoro-2-oxoethylphosphonic acid 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: 88.0%

: 1268526-96-0
diethyl 2-(5-amino-2-(4-methoxy-2-methylphenethyl)benzo[f][1,7]naphthyridin-8-yl)-1,1-difluoro-2-oxoethylphosphonate

: 1258595-21-9
2-(5-amino-2-(4-methoxy-2-methylphenethyl)benzo[f][1,7]naphthyridin-8-yl)-1,1-difluoro-2-oxoethylphosphonic acid

Guidance literature:: diethyl 2-(5-amino-2-(4-methoxy-2-methylphenethyl)benzo[f][1,7]naphthyridin-8-yl)-1,1-difluoro-2-oxoethylphosphonate; With trimethylsilyl iodide; In dichloromethane; at 0 - 20 ℃; for 2.5h;

With water; In dimethyl sulfoxide; pH=9;
DOI:10.1021/acs.jmedchem.6b00489

Reference yield:

: 85331-33-5
2-Cyano-3,5-dichloropyridine

: 1258595-21-9
2-(5-amino-2-(4-methoxy-2-methylphenethyl)benzo[f][1,7]naphthyridin-8-yl)-1,1-difluoro-2-oxoethylphosphonic acid

Guidance literature:: Multi-step reaction with 8 steps

1.1: triethylamine / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 60 °C / Inert atmosphere

2.1: potassium phosphate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / butan-1-ol; water / 100 °C / Inert atmosphere

3.1: hydrogen / palladium 10% on activated carbon / dichloromethane; ethanol / 20 °C

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

5.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 2.5 h / 20 °C

6.1: lithium diisopropyl amide / tetrahydrofuran / 0.42 h / -78 °C / Inert atmosphere

6.2: 2.5 h / -78 - 20 °C

7.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate; dimethyl sulfoxide / 1 h / 80 °C

8.1: trimethylsilyl iodide / dichloromethane / 2.5 h / 0 - 20 °C

8.2: pH 9

With potassium phosphate; trimethylsilyl iodide; tetrabutyl ammonium fluoride; hydrogen; triethylamine; lithium diisopropyl amide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; bis-triphenylphosphine-palladium(II) chloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; copper(l) iodide; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; butan-1-ol;

Reference yield:

: 1186637-69-3
3-chloro-5-((4-methoxy-2-methylphenyl)ethynyl)picolinonitrile

: 1258595-21-9
2-(5-amino-2-(4-methoxy-2-methylphenethyl)benzo[f][1,7]naphthyridin-8-yl)-1,1-difluoro-2-oxoethylphosphonic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: potassium phosphate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / butan-1-ol; water / 100 °C / Inert atmosphere

2.1: hydrogen / palladium 10% on activated carbon / dichloromethane; ethanol / 20 °C

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

4.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 2.5 h / 20 °C

5.1: lithium diisopropyl amide / tetrahydrofuran / 0.42 h / -78 °C / Inert atmosphere

5.2: 2.5 h / -78 - 20 °C

6.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate; dimethyl sulfoxide / 1 h / 80 °C

7.1: trimethylsilyl iodide / dichloromethane / 2.5 h / 0 - 20 °C

7.2: pH 9

With potassium phosphate; trimethylsilyl iodide; tetrabutyl ammonium fluoride; hydrogen; lithium diisopropyl amide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; butan-1-ol;