6-(3-amino-1H-indazol-4-yl)-N-(2-fluoro-5-methylphenyl)-1-naphthalenecarboxamide

Base Information

Chemical Name:6-(3-amino-1H-indazol-4-yl)-N-(2-fluoro-5-methylphenyl)-1-naphthalenecarboxamide
CAS No.:1571111-43-7
Molecular Formula:C₂₅H₁₉FN₄O
Molecular Weight:410.45
Hs Code.:

Synonyms:6-(3-amino-1H-indazol-4-yl)-N-(2-fluoro-5-methylphenyl)-1-naphthalenecarboxamide

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Chemical Property of 6-(3-amino-1H-indazol-4-yl)-N-(2-fluoro-5-methylphenyl)-1-naphthalenecarboxamide

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Technology Process of 6-(3-amino-1H-indazol-4-yl)-N-(2-fluoro-5-methylphenyl)-1-naphthalenecarboxamide

There total 8 articles about 6-(3-amino-1H-indazol-4-yl)-N-(2-fluoro-5-methylphenyl)-1-naphthalenecarboxamide 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: 67.0%

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

: 1571111-65-3
N-(2-fluoro-5-methylphenyl)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-naphthalenecarboxamide

: 1571111-43-7
6-(3-amino-1H-indazol-4-yl)-N-(2-fluoro-5-methylphenyl)-1-naphthalenecarboxamide

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:

: 255050-65-8
6-trifluoromethanesulfonyloxy-naphthalene-1-carboxylic acid methyl ester

: 1571111-43-7
6-(3-amino-1H-indazol-4-yl)-N-(2-fluoro-5-methylphenyl)-1-naphthalenecarboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; 1,1'-bis-(diphenylphosphino)ferrocene; potassium acetate / 1,4-dioxane / 4 h / 80 °C / Inert atmosphere

2.1: lithium hydroxide monohydrate; water / tetrahydrofuran / 12 h / 20 °C

3.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 0.25 h / 0 °C

3.2: 20 °C

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

With dmap; bis-triphenylphosphine-palladium(II) chloride; 1,1'-bis-(diphenylphosphino)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; lithium hydroxide monohydrate; water; potassium acetate; sodium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; toluene; 4.1: |Suzuki Coupling;
DOI:10.1021/ml5000417

Reference yield:

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

: 1571111-43-7
6-(3-amino-1H-indazol-4-yl)-N-(2-fluoro-5-methylphenyl)-1-naphthalenecarboxamide

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