1-(4-fluoro-phenyl)-6-methyl-1H-indazole-4-carboxylic acid 4-methylsulfamoyl-benzylamide

Base Information

• Chemical Name: 1-(4-fluoro-phenyl)-6-methyl-1H-indazole-4-carboxylic acid 4-methylsulfamoyl-benzylamide
• CAS No.: 1194019-31-2
• Molecular Formula: C₂₃H₂₁FN₄O₃S
• Molecular Weight: 452.509
• Mol file: 1194019-31-2.mol

Synonyms:

Chemical Property of 1-(4-fluoro-phenyl)-6-methyl-1H-indazole-4-carboxylic acid 4-methylsulfamoyl-benzylamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(4-fluoro-phenyl)-6-methyl-1H-indazole-4-carboxylic acid 4-methylsulfamoyl-benzylamide

There total 8 articles about 1-(4-fluoro-phenyl)-6-methyl-1H-indazole-4-carboxylic acid 4-methylsulfamoyl-benzylamide 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:

4-(azidomethyl)-N-methylbenzenesulfonamide (864528-61-0) → 1-(4-fluoro-phenyl)-6-methyl-1H-indazole-4-carboxylic acid 4-methylsulfamoyl-benzylamide (1194019-31-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: cyclohexa-1,4-diene / 10 wt% Pd(OH)2 on carbon / methanol / 2 h / 65 °C

2.1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine / N,N-dimethyl-formamide / 0.25 h / 20 °C

2.2: 5 h

3.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; N,N-dimethyl-formamide / 2.5 h / 120 °C / sealed tube; Inert atmosphere; microwave irradiation

With cyclohexa-1,4-diene; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; sodium carbonate; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 10 wt% Pd(OH)2 on carbon; In methanol; water; N,N-dimethyl-formamide;

Reference yield:

4-fluoro-1-iodobenzene (352-34-1) → 1-(4-fluoro-phenyl)-6-methyl-1H-indazole-4-carboxylic acid 4-methylsulfamoyl-benzylamide (1194019-31-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium carbonate / trans-N,N'-dimethyl-1,2-cyclohexyldiamine / N,N-dimethyl-formamide / 20 - 120 °C / Inert atmosphere; sealed tube

2.1: water; sodium hydroxide / methanol / 1 h / Reflux

2.2: 20 °C / pH 3 - 4

3.1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine / N,N-dimethyl-formamide / 0.25 h / 20 °C

3.2: 5 h

4.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; N,N-dimethyl-formamide / 2.5 h / 120 °C / sealed tube; Inert atmosphere; microwave irradiation

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; water; sodium carbonate; potassium carbonate; triethylamine; sodium hydroxide; trans-N,N'-dimethyl-1,2-cyclohexyldiamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; water; N,N-dimethyl-formamide;

Reference yield:

methyl 6-bromo-1H-indazole-4-carboxylate (885518-49-0) → 1-(4-fluoro-phenyl)-6-methyl-1H-indazole-4-carboxylic acid 4-methylsulfamoyl-benzylamide (1194019-31-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium carbonate / trans-N,N'-dimethyl-1,2-cyclohexyldiamine / N,N-dimethyl-formamide / 20 - 120 °C / Inert atmosphere; sealed tube

2.1: water; sodium hydroxide / methanol / 1 h / Reflux

2.2: 20 °C / pH 3 - 4

3.1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine / N,N-dimethyl-formamide / 0.25 h / 20 °C

3.2: 5 h

4.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; N,N-dimethyl-formamide / 2.5 h / 120 °C / sealed tube; Inert atmosphere; microwave irradiation

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; water; sodium carbonate; potassium carbonate; triethylamine; sodium hydroxide; trans-N,N'-dimethyl-1,2-cyclohexyldiamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; water; N,N-dimethyl-formamide;

upstream raw materials:

4-fluoro-1-iodobenzene

4-(azidomethyl)-N-methylbenzenesulfonamide

methyl 6-bromo-1H-indazole-4-carboxylate

6-bromo-1-(4-fluoro-phenyl)-1H-indazole-4-carboxylic acid methyl ester