1-[4-cyano-3-(2-hydroxy-2-methylpropylamino)phenyl]-3-methyl-1H-indazole-4-carboxylic acid (2-amino-4-fluorophenyl)amide

Base Information

Chemical Name:1-[4-cyano-3-(2-hydroxy-2-methylpropylamino)phenyl]-3-methyl-1H-indazole-4-carboxylic acid (2-amino-4-fluorophenyl)amide
CAS No.:1246306-97-7
Molecular Formula:C₂₆H₂₅FN₆O₂
Molecular Weight:472.522
Hs Code.:

Synonyms:1-[4-cyano-3-(2-hydroxy-2-methylpropylamino)phenyl]-3-methyl-1H-indazole-4-carboxylic acid (2-amino-4-fluorophenyl)amide

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Chemical Property of 1-[4-cyano-3-(2-hydroxy-2-methylpropylamino)phenyl]-3-methyl-1H-indazole-4-carboxylic acid (2-amino-4-fluorophenyl)amide

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Technology Process of 1-[4-cyano-3-(2-hydroxy-2-methylpropylamino)phenyl]-3-methyl-1H-indazole-4-carboxylic acid (2-amino-4-fluorophenyl)amide

There total 7 articles about 1-[4-cyano-3-(2-hydroxy-2-methylpropylamino)phenyl]-3-methyl-1H-indazole-4-carboxylic acid (2-amino-4-fluorophenyl)amide 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:

: 367-31-7
4-fluoro-1,2-phenylenediamine

: 1246306-96-6
1-[4-cyano-3-(2-hydroxy-2-methylpropylamino)phenyl]-3-methyl-1H-indazole-4-carboxylic acid

: 1246306-97-7
1-[4-cyano-3-(2-hydroxy-2-methylpropylamino)phenyl]-3-methyl-1H-indazole-4-carboxylic acid (2-amino-4-fluorophenyl)amide

Guidance literature:: With O-<[cyano(ethoxycarbonyl)methylene]amino>-1,1,3,3-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

Reference yield:

: 848678-69-3
trifluoromethanesulphonic acid 3-methyl-1H-indazol-4-yl ester

: 1246306-97-7
1-[4-cyano-3-(2-hydroxy-2-methylpropylamino)phenyl]-3-methyl-1H-indazole-4-carboxylic acid (2-amino-4-fluorophenyl)amide

Guidance literature:: Multi-step reaction with 5 steps

1: triethylamine / 1,3-bis-(diphenylphosphino)propane; palladium diacetate / N,N-dimethyl-formamide / 16 h / 50 °C / 1500.15 Torr / Autoclave

2: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1.5 h / 20 °C / Inert atmosphere

3: caesium carbonate / palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 3.5 h / 90 °C / Inert atmosphere

4: water; sodium hydroxide / 1,4-dioxane; methanol / 4 h / 20 °C / Inert atmosphere

5: O-<[cyano(ethoxycarbonyl)methylene]amino>-1,1,3,3-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

With O-<[cyano(ethoxycarbonyl)methylene]amino>-1,1,3,3-tetramethyluronium tetrafluoroborate; water; sodium hydride; caesium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; 1,3-bis-(diphenylphosphino)propane; palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; methanol; N,N-dimethyl-formamide; mineral oil;

Reference yield:

: 149071-05-6
3-methyl-4-hydroxyindazole

: 1246306-97-7
1-[4-cyano-3-(2-hydroxy-2-methylpropylamino)phenyl]-3-methyl-1H-indazole-4-carboxylic acid (2-amino-4-fluorophenyl)amide

Guidance literature:: Multi-step reaction with 6 steps

1: triethylamine / tetrahydrofuran; dichloromethane / 20 °C / Inert atmosphere

2: triethylamine / 1,3-bis-(diphenylphosphino)propane; palladium diacetate / N,N-dimethyl-formamide / 16 h / 50 °C / 1500.15 Torr / Autoclave

3: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1.5 h / 20 °C / Inert atmosphere

4: caesium carbonate / palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 3.5 h / 90 °C / Inert atmosphere

5: water; sodium hydroxide / 1,4-dioxane; methanol / 4 h / 20 °C / Inert atmosphere

6: O-<[cyano(ethoxycarbonyl)methylene]amino>-1,1,3,3-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

With O-<[cyano(ethoxycarbonyl)methylene]amino>-1,1,3,3-tetramethyluronium tetrafluoroborate; water; sodium hydride; caesium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; 1,3-bis-(diphenylphosphino)propane; palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;