6-[4-(4-fluorophenyl)-1,2-dimethyl-5-oxo-2,5-dihydro-1H-pyrrol-3-yl]-2H-1,4-benzoxazin-3(4H)-one

Base Information

• Chemical Name: 6-[4-(4-fluorophenyl)-1,2-dimethyl-5-oxo-2,5-dihydro-1H-pyrrol-3-yl]-2H-1,4-benzoxazin-3(4H)-one
• CAS No.: 1454580-41-6
• Molecular Formula: C₂₀H₁₇FN₂O₃
• Molecular Weight: 352.365

Synonyms:6-[4-(4-fluorophenyl)-1,2-dimethyl-5-oxo-2,5-dihydro-1H-pyrrol-3-yl]-2H-1,4-benzoxazin-3(4H)-one

Chemical Property of 6-[4-(4-fluorophenyl)-1,2-dimethyl-5-oxo-2,5-dihydro-1H-pyrrol-3-yl]-2H-1,4-benzoxazin-3(4H)-one

Chemical Property:

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Technology Process of 6-[4-(4-fluorophenyl)-1,2-dimethyl-5-oxo-2,5-dihydro-1H-pyrrol-3-yl]-2H-1,4-benzoxazin-3(4H)-one

There total 4 articles about 6-[4-(4-fluorophenyl)-1,2-dimethyl-5-oxo-2,5-dihydro-1H-pyrrol-3-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: 54.0%

2-(4-fluorophenyl)-N-methyl-N-[1-oxo-1-(3-oxo-3,4-dihydro-2H-1,4-benzoxazin-6-yl)propan-2-yl]acetamide (1454580-35-8) → 6-[4-(4-fluorophenyl)-1,2-dimethyl-5-oxo-2,5-dihydro-1H-pyrrol-3-yl]-2H-1,4-benzoxazin-3(4H)-one (1454580-41-6)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; tert-butyl alcohol; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.bmc.2013.07.043

Reference yield:

3,4-dihydro-3-oxo-2H-1,4-benzoxazine (5466-88-6) → 6-[4-(4-fluorophenyl)-1,2-dimethyl-5-oxo-2,5-dihydro-1H-pyrrol-3-yl]-2H-1,4-benzoxazin-3(4H)-one (1454580-41-6)

Guidance literature:

Multi-step reaction with 4 steps

1: aluminum (III) chloride / 1,2-dichloro-ethane / 12 h / 20 °C

2: tetrahydrofuran / 12 h / 40 °C

3: potassium carbonate / tetrahydrofuran; water / 0 - 20 °C

4: potassium tert-butylate / tetrahydrofuran; tert-butyl alcohol / 0 - 20 °C / Inert atmosphere

With aluminum (III) chloride; potassium tert-butylate; potassium carbonate; In tetrahydrofuran; water; 1,2-dichloro-ethane; tert-butyl alcohol;

DOI:10.1016/j.bmc.2013.07.043

Reference yield:

6-(2-chloropropanoyl)-2H-1,4-benzoxazin-3(4H)-one (293741-63-6) → 6-[4-(4-fluorophenyl)-1,2-dimethyl-5-oxo-2,5-dihydro-1H-pyrrol-3-yl]-2H-1,4-benzoxazin-3(4H)-one (1454580-41-6)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrahydrofuran / 12 h / 40 °C

2: potassium carbonate / tetrahydrofuran; water / 0 - 20 °C

3: potassium tert-butylate / tetrahydrofuran; tert-butyl alcohol / 0 - 20 °C / Inert atmosphere

With potassium tert-butylate; potassium carbonate; In tetrahydrofuran; water; tert-butyl alcohol;

DOI:10.1016/j.bmc.2013.07.043

upstream raw materials:

6-(2-chloropropanoyl)-2H-1,4-benzoxazin-3(4H)-one

3,4-dihydro-3-oxo-2H-1,4-benzoxazine

6-[2-(methylamino)propanoyl]-2H-1,4-benzoxazin-3(4H)-one

2-(4-fluorophenyl)-N-methyl-N-[1-oxo-1-(3-oxo-3,4-dihydro-2H-1,4-benzoxazin-6-yl)propan-2-yl]acetamide

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