7-(2,6-dimethyl-phenyl)-N₃-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-benzo[1,2,4]triazine-3,5-diamine

Base Information

• Chemical Name: 7-(2,6-dimethyl-phenyl)-N₃-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-benzo[1,2,4]triazine-3,5-diamine
• CAS No.: 867331-59-7
• Molecular Formula: C₂₇H₃₀N₆O
• Molecular Weight: 454.575

Synonyms:7-(2,6-dimethyl-phenyl)-N₃-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-benzo[1,2,4]triazine-3,5-diamine

Chemical Property of 7-(2,6-dimethyl-phenyl)-N₃-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-benzo[1,2,4]triazine-3,5-diamine

Chemical Property:

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Technology Process of 7-(2,6-dimethyl-phenyl)-N₃-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-benzo[1,2,4]triazine-3,5-diamine

There total 7 articles about 7-(2,6-dimethyl-phenyl)-N₃-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-benzo[1,2,4]triazine-3,5-diamine 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: 73.0%

→ 7-(2,6-dimethyl-phenyl)-N3-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-benzo[1,2,4]triazine-3,5-diamine (867331-59-7)

Guidance literature:

Reference yield:

[7-(2,6-dimethyl-phenyl)-5-nitro-1-oxy-benzo[1,2,4]triazin-3-yl]-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-amine (867331-58-6) → 7-(2,6-dimethyl-phenyl)-N3-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-benzo[1,2,4]triazine-3,5-diamine (867331-59-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 22 ℃; for 12h;

DOI:10.1016/j.bmcl.2006.11.006

Reference yield:

2-nitro-4-bromophenylguanidine (119707-95-8) → 7-(2,6-dimethyl-phenyl)-N3-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-benzo[1,2,4]triazine-3,5-diamine (867331-59-7)

Guidance literature:

Multi-step reaction with 5 steps

1: aq. NaOH / 0.5 h / 110 °C

2: 95 percent / HNO₃; H₂SO₄ / 16 h / 22 °C

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

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

5: H₂ / Pd/C / ethanol / 12 h / 22 °C

With sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; xanthos; sulfuric acid; hydrogen; nitric acid; potassium carbonate; caesium carbonate; palladium on activated charcoal; In 1,4-dioxane; 1,2-dimethoxyethane; ethanol; water; 3: Suzuki coupling;

DOI:10.1016/j.bmcl.2006.11.006

upstream raw materials:

[7-(2,6-dimethyl-phenyl)-5-nitro-1-oxy-benzo[1,2,4]triazin-3-yl]-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-amine

2-nitro-4-bromophenylguanidine

7-bromo-5-nitro-1-oxy-benzo[1,2,4]triazin-3-ylamine

7-(2,6-dimethyl-phenyl)-5-nitro-1-oxy-benzo[1,2,4]triazin-3-ylamine

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