5-[(4-methylbenzene)sulfonyl]-N-(2-methylbut-3-yn-2-yl)-5H-[1,2,4]triazino[5,6-b]indole-3-carboxamide

Base Information

• Chemical Name: 5-[(4-methylbenzene)sulfonyl]-N-(2-methylbut-3-yn-2-yl)-5H-[1,2,4]triazino[5,6-b]indole-3-carboxamide
• CAS No.: 1394237-99-0
• Molecular Formula: C₂₂H₁₉N₅O₃S
• Molecular Weight: 433.491

Synonyms:5-[(4-methylbenzene)sulfonyl]-N-(2-methylbut-3-yn-2-yl)-5H-[1,2,4]triazino[5,6-b]indole-3-carboxamide

Chemical Property of 5-[(4-methylbenzene)sulfonyl]-N-(2-methylbut-3-yn-2-yl)-5H-[1,2,4]triazino[5,6-b]indole-3-carboxamide

Chemical Property:

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Technology Process of 5-[(4-methylbenzene)sulfonyl]-N-(2-methylbut-3-yn-2-yl)-5H-[1,2,4]triazino[5,6-b]indole-3-carboxamide

There total 4 articles about 5-[(4-methylbenzene)sulfonyl]-N-(2-methylbut-3-yn-2-yl)-5H-[1,2,4]triazino[5,6-b]indole-3-carboxamide 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: 89.0%

ethyl 5-[(4-methylbenzene)sulfonyl]-5H-[1,2,4]triazino[5,6-b]indole-3-carboxylate (1394237-82-1) + 1,1-dimethylprop-3-ynylamine (2978-58-7) → 5-[(4-methylbenzene)sulfonyl]-N-(2-methylbut-3-yn-2-yl)-5H-[1,2,4]triazino[5,6-b]indole-3-carboxamide (1394237-99-0)

Guidance literature:

With zirconium(IV) tert-butoxide; In dichloromethane; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.3762/bjoc.8.93

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → 5-[(4-methylbenzene)sulfonyl]-N-(2-methylbut-3-yn-2-yl)-5H-[1,2,4]triazino[5,6-b]indole-3-carboxamide (1394237-99-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

1.2: 7 h / 20 °C / Inert atmosphere

2.1: zirconium(IV) tert-butoxide / dichloromethane / 16 h / 20 °C / Inert atmosphere

With zirconium(IV) tert-butoxide; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.3762/bjoc.8.93

Reference yield:

C12H10N4O2 (1394237-93-4) → 5-[(4-methylbenzene)sulfonyl]-N-(2-methylbut-3-yn-2-yl)-5H-[1,2,4]triazino[5,6-b]indole-3-carboxamide (1394237-99-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

1.2: 7 h / 20 °C / Inert atmosphere

2.1: zirconium(IV) tert-butoxide / dichloromethane / 16 h / 20 °C / Inert atmosphere

With zirconium(IV) tert-butoxide; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.3762/bjoc.8.93

upstream raw materials:

ethyl 5-[(4-methylbenzene)sulfonyl]-5H-[1,2,4]triazino[5,6-b]indole-3-carboxylate

1,1-dimethylprop-3-ynylamine

C₁₂H₁₀N₄O₂

indole-2,3-dione

Downstream raw materials:

14,14-dimethyl-8-[(4-methylbenzene)sulfonyl]-8,10,13-triazatetracyclo-[7.7.0.02,7.011,15]hexadeca-1⁽¹⁶⁾,2⁽⁷⁾,3,5,9,11⁽¹⁵⁾-hexaen-12-one

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