4-[7-(3-amino-phenyl)-5-methyl-benzo[1,2,4]triazin-3-ylamino]-N-(2-pyrrolidin-1-yl-ethyl)-benzenesulfonamide

Base Information

• Chemical Name: 4-[7-(3-amino-phenyl)-5-methyl-benzo[1,2,4]triazin-3-ylamino]-N-(2-pyrrolidin-1-yl-ethyl)-benzenesulfonamide
• CAS No.: 867331-30-4
• Molecular Formula: C₂₆H₂₉N₇O₂S
• Molecular Weight: 503.628
• Mol file: 867331-30-4.mol

Synonyms:4-[7-(3-amino-phenyl)-5-methyl-benzo[1,2,4]triazin-3-ylamino]-N-(2-pyrrolidin-1-yl-ethyl)-benzenesulfonamide

Chemical Property of 4-[7-(3-amino-phenyl)-5-methyl-benzo[1,2,4]triazin-3-ylamino]-N-(2-pyrrolidin-1-yl-ethyl)-benzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[7-(3-amino-phenyl)-5-methyl-benzo[1,2,4]triazin-3-ylamino]-N-(2-pyrrolidin-1-yl-ethyl)-benzenesulfonamide

There total 6 articles about 4-[7-(3-amino-phenyl)-5-methyl-benzo[1,2,4]triazin-3-ylamino]-N-(2-pyrrolidin-1-yl-ethyl)-benzenesulfonamide 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: 98.0%

4-[5-methyl-7-(3-nitro-phenyl)-benzo[1,2,4]triazin-3-ylamino]-N-(2-pyrrolidin-1-yl-ethyl)-benzenesulfonamide (867331-27-9) → 4-[7-(3-amino-phenyl)-5-methyl-benzo[1,2,4]triazin-3-ylamino]-N-(2-pyrrolidin-1-yl-ethyl)-benzenesulfonamide (867331-30-4)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In methanol; for 3h;

Reference yield:

7-bromo-5-methylbenzo[1,2,4]triazin-3-ylamine 1-oxide (677297-87-9) → 4-[7-(3-amino-phenyl)-5-methyl-benzo[1,2,4]triazin-3-ylamino]-N-(2-pyrrolidin-1-yl-ethyl)-benzenesulfonamide (867331-30-4)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / Raney Ni / ethanol / 4 h / 22 °C

2: 80 percent / Pd(PPh₃)4; K₂CO₃ / 1,2-dimethoxy-ethane; ethanol; H₂O / 3 h / Heating

3: Pd₂(dba)3; xantphos; Cs₂CO₃ / dioxane / 12 h / Heating

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; hydrogen; potassium carbonate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; nickel; In 1,4-dioxane; 1,2-dimethoxyethane; ethanol; water; 2: Suzuki coupling;

DOI:10.1016/j.bmcl.2006.11.006

Reference yield:

N-(4-bromo-2-methyl-6-nitro-phenyl)-guanidine → 4-[7-(3-amino-phenyl)-5-methyl-benzo[1,2,4]triazin-3-ylamino]-N-(2-pyrrolidin-1-yl-ethyl)-benzenesulfonamide (867331-30-4)

Guidance literature:

Multi-step reaction with 4 steps

1: aq. NaOH / 0.5 h / 110 °C

2: H₂ / Raney Ni / ethanol / 4 h / 22 °C

3: 80 percent / Pd(PPh₃)4; K₂CO₃ / 1,2-dimethoxy-ethane; ethanol; H₂O / 3 h / Heating

4: Pd₂(dba)3; xantphos; Cs₂CO₃ / dioxane / 12 h / Heating

With sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; hydrogen; potassium carbonate; caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; nickel; In 1,4-dioxane; 1,2-dimethoxyethane; ethanol; water; 3: Suzuki coupling;

DOI:10.1016/j.bmcl.2006.11.006

upstream raw materials:

4-bromo-N-(2-pyrrolidin-1-ylethyl)benzenesulfonamide

7-bromo-5-methyl-1,2,4-benzotriazin-3-ylamine

7-bromo-5-methylbenzo[1,2,4]triazin-3-ylamine 1-oxide

4-bromo-2-methyl-6-nitroaniline