7-(3-amino-1H-indazol-4-yl)-N-phenyl-2H-benzo[b][1,4]oxazine-4(3H)-carboxamide

Base Information

Chemical Name:7-(3-amino-1H-indazol-4-yl)-N-phenyl-2H-benzo[b][1,4]oxazine-4(3H)-carboxamide
CAS No.:1571111-32-4
Molecular Formula:C₂₂H₁₉N₅O₂
Molecular Weight:385.425
Hs Code.:

Synonyms:7-(3-amino-1H-indazol-4-yl)-N-phenyl-2H-benzo[b][1,4]oxazine-4(3H)-carboxamide

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Chemical Property of 7-(3-amino-1H-indazol-4-yl)-N-phenyl-2H-benzo[b][1,4]oxazine-4(3H)-carboxamide

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Technology Process of 7-(3-amino-1H-indazol-4-yl)-N-phenyl-2H-benzo[b][1,4]oxazine-4(3H)-carboxamide

There total 7 articles about 7-(3-amino-1H-indazol-4-yl)-N-phenyl-2H-benzo[b][1,4]oxazine-4(3H)-carboxamide 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: 30.0%

: 599191-73-8
4-iodine-1H-indazol-3-ylamine

: 1571111-33-5
N-phenyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-benzo[b][1,4]oxazine-4(3H)-carboxamide

: 1571111-32-4
7-(3-amino-1H-indazol-4-yl)-N-phenyl-2H-benzo[b][1,4]oxazine-4(3H)-carboxamide

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; In ethanol; water; toluene; at 85 ℃; for 2h; Inert atmosphere;
DOI:10.1021/ml5000417

Reference yield:

: 79544-29-9
2-fluoro-6-iodobenzonitrile

: 1571111-32-4
7-(3-amino-1H-indazol-4-yl)-N-phenyl-2H-benzo[b][1,4]oxazine-4(3H)-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1: hydrazine hydrate / butan-1-ol / 6 h / 110 °C

2: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / ethanol; water; toluene / 2 h / 85 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; hydrazine hydrate; In ethanol; water; toluene; butan-1-ol; 2: |Suzuki Coupling;
DOI:10.1021/ml5000417

Reference yield:

: 27684-84-0
5-bromo-2-nitrophenol

: 1571111-32-4
7-(3-amino-1H-indazol-4-yl)-N-phenyl-2H-benzo[b][1,4]oxazine-4(3H)-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1: iron; ammonium chloride / ethanol; water / 0.5 h / 50 - 70 °C

2: caesium carbonate / acetonitrile / 20 °C

3: borane-THF / tetrahydrofuran / 1 h / Inert atmosphere; Reflux

4: 1,1'-bis-(diphenylphosphino)ferrocene; potassium acetate / 1,4-dioxane / 4 h / 110 °C / Inert atmosphere

5: triethylamine / dichloromethane / 4 h / 20 °C

6: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / ethanol; water; toluene / 2 h / 85 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; 1,1'-bis-(diphenylphosphino)ferrocene; borane-THF; potassium acetate; iron; sodium carbonate; ammonium chloride; caesium carbonate; triethylamine; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; toluene; acetonitrile; 6: |Suzuki Coupling;
DOI:10.1021/ml5000417