6-[5-(2,4-difluorophenyl)-1,3-dimethyl-1H-pyrazol-4-yl]-2H-1,4-benzoxazin-3(4H)-one

Base Information

Chemical Name:6-[5-(2,4-difluorophenyl)-1,3-dimethyl-1H-pyrazol-4-yl]-2H-1,4-benzoxazin-3(4H)-one
CAS No.:1221500-75-9
Molecular Formula:C₁₉H₁₅F₂N₃O₂
Molecular Weight:355.344
Hs Code.:

Synonyms:6-[5-(2,4-difluorophenyl)-1,3-dimethyl-1H-pyrazol-4-yl]-2H-1,4-benzoxazin-3(4H)-one

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Chemical Property of 6-[5-(2,4-difluorophenyl)-1,3-dimethyl-1H-pyrazol-4-yl]-2H-1,4-benzoxazin-3(4H)-one

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Technology Process of 6-[5-(2,4-difluorophenyl)-1,3-dimethyl-1H-pyrazol-4-yl]-2H-1,4-benzoxazin-3(4H)-one

There total 5 articles about 6-[5-(2,4-difluorophenyl)-1,3-dimethyl-1H-pyrazol-4-yl]-2H-1,4-benzoxazin-3(4H)-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: 48.0%

: 943994-02-3
6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-benzo[b][1,4]oxazin-3(4H)-one

: 1221502-74-4
4-bromo-5-(2,4-difluorophenyl)-1,3-dimethyl-1H-pyrazol

: 1221500-75-9
6-[5-(2,4-difluorophenyl)-1,3-dimethyl-1H-pyrazol-4-yl]-2H-1,4-benzoxazin-3(4H)-one

Guidance literature:: With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate; In tetrahydrofuran; water; for 18h; Inert atmosphere; Reflux;
DOI:10.1016/j.bmc.2014.07.038

Reference yield:

: 364-83-0
2',4'-difluoroacetophenone

: 1221500-75-9
6-[5-(2,4-difluorophenyl)-1,3-dimethyl-1H-pyrazol-4-yl]-2H-1,4-benzoxazin-3(4H)-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -25 °C

1.2: 3 h / -78 °C

2.1: triethylamine; trifluoroacetic acid / isopropyl alcohol / 0.5 h / 80 °C

3.1: N-Bromosuccinimide / acetonitrile / 0.17 h / 20 °C

4.1: caesium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / tetrahydrofuran; water / 18 h / Inert atmosphere; Reflux

With N-Bromosuccinimide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate; triethylamine; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; water; isopropyl alcohol; acetonitrile; 4.1: |Suzuki Coupling;
DOI:10.1016/j.bmc.2014.07.038

Reference yield:

: 64287-17-8
1-(2,4-Difluoro-phenyl)-butane-1,3-dione

: 1221500-75-9
6-[5-(2,4-difluorophenyl)-1,3-dimethyl-1H-pyrazol-4-yl]-2H-1,4-benzoxazin-3(4H)-one

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine; trifluoroacetic acid / isopropyl alcohol / 0.5 h / 80 °C

2: N-Bromosuccinimide / acetonitrile / 0.17 h / 20 °C

3: caesium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / tetrahydrofuran; water / 18 h / Inert atmosphere; Reflux

With N-Bromosuccinimide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; water; isopropyl alcohol; acetonitrile; 3: |Suzuki Coupling;
DOI:10.1016/j.bmc.2014.07.038